74
S1 Supporting Information Ru(II)-catalyzed C7-acyloxylation of indolines with carboxylic acids Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati 781039, India. Table of Contents 1 NMR ( 1 H and 13 C) Spectra S2-S74 Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry. This journal is © The Royal Society of Chemistry 2018

Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

  • Upload
    others

  • View
    1

  • Download
    0

Embed Size (px)

Citation preview

Page 1: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S1

Supporting Information

Ru(II)-catalyzed C7-acyloxylation of indolines with carboxylic acids

Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy*

Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati 781039, India.

Table of Contents

1 NMR (1H and 13C) Spectra S2-S74

Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.This journal is © The Royal Society of Chemistry 2018

Page 2: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S2

Page 3: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S3

Page 4: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S4

Page 5: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S5

Page 6: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S6

Page 7: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S7

Page 8: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S8

Page 9: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S9

Page 10: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S10

Page 11: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S11

Page 12: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S12

Page 13: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S13

Page 14: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S14

Page 15: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S15

Page 16: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S16

Page 17: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S17

Page 18: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S18

Page 19: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S19

Page 20: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S20

Page 21: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S21

Page 22: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S22

Page 23: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S23

Page 24: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S24

Page 25: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S25

Page 26: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S26

Page 27: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S27

Page 28: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S28

Page 29: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S29

Page 30: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S30

Page 31: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S31

Page 32: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S32

Page 33: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S33

Page 34: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S34

Page 35: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S35

Page 36: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S36

Page 37: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S37

Page 38: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S38

Page 39: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S39

Page 40: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S40

Page 41: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S41

Page 42: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S42

Page 43: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S43

Page 44: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S44

Page 45: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S45

Page 46: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S46

Page 47: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S47

Page 48: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S48

Page 49: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S49

Page 50: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S50

Page 51: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S51

Page 52: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S52

Page 53: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S53

Page 54: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S54

Page 55: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S55

Page 56: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S56

Page 57: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S57

Page 58: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S58

Page 59: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S59

Page 60: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S60

Page 61: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S61

Page 62: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S62

Page 63: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S63

Page 64: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S64

Page 65: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S65

Page 66: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S66

Page 67: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S67

Page 68: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S68

Page 69: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S69

Page 70: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S70

Page 71: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S71

Page 72: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S72

Page 73: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S73

Page 74: Ru(II)-catalyzed C7-acyloxylation of indolines with ... · Pinaki Bhusan De, Sonbidya Banerjee, Sourav Pradhan and Tharmalingam Punniyamurthy* Department of Chemistry, Indian Institute

S74