S1

Supporting Information

Synthesis of 3-[(Coumarinyl)carbonyl]-3a,8b-dihyroindeno[1,2-

b]pyrrole-4(1H)-ones and Their Conversion to Coumarin Bearing

Spiro[isobenzofuran-1,2’-pyrrole] Moiety compounds via Oxidative

Cleavage Reaction

Abdolali Alizadeh*,a Rashid Ghanbaripoura Masoumeh Feizabadia Long-Guan Zhub and Michal Dusekc

aDepartment of Chemistry, Tarbiat Modares University, P.O. Box 14115-175, Tehran, IranbDepartment of Chemistry, Zhejiang University, Hangzhou 310027, PR China

cInstitute of Physics ASCR, Na Slovance 2, 182 21 Prague, Czech Republic

aalizadeh@modares.ac.ir

The Table of Contents

Title, author’s name, address and table of contents S11H and 13C NMR spectrums of 3a-g S2-S221H and 13C NMR spectrums of 4a and 5a S23-S281H and 13C NMR spectrums of 7a-c and 7f S29-S36

Ortep diagram of 3a S37

Ortep diagram of 7a S38

Electronic Supplementary Material (ESI) for RSC Advances.This journal is © The Royal Society of Chemistry 2015

S2

1H NMR of 3a

O

O

N

O

OH

HO

O

S3

1H NMR of 3a (expand)

O

O

N

O

OH

HO

O

S4

13C NMR of 3a

O

O

N

O

OH

HO

O

S5

1H NMR of 3b

O

O

N

O

OH

HO

O

Cl

S6

1H NMR of 3b (expand)

O

O

N

O

OH

HO

O

Cl

S7

13C NMR of 3b

O

O

N

O

OH

HO

O

Cl

S8

1H NMR of 3c

O

O

N

O

OH

HO

O

CH3

S9

1H NMR of 3c (expand)

O

O

N

O

OH

HO

O

CH3

S10

13C NMR of 3c

O

O

N

O

OH

HO

O

CH3

S11

1H NMR of 3d

O

O

N

O

OH

HO

O

CH3O

S12

1H NMR of 3d (expand)

O

O

N

O

OH

HO

O

CH3O

S13

13C NMR of 3d

O

O

N

O

OH

HO

O

CH3O

S14

1H NMR of 3e

O

O

N

O

OH

HO

O

CH3O

O2N

S15

1H NMR of 3e (expand)

O

O

N

O

OH

HO

O

CH3O

O2N

S16

13C NMR of 3e

O

O

N

O

OH

HO

O

CH3O

O2N

S17

1H NMR of 3f

O

O

N

O

OH

HO

O

OCH3

S18

1H NMR of 3f (expand)

O

O

N

O

OH

HO

O

OCH3

S19

13C NMR of 3f

O

O

N

O

OH

HO

O

OCH3

S20

1H NMR of 3g

O

O

N

O

OH

HO

O

OCH3

Cl

S21

1H NMR of 3g (expand)

O

O

N

O

OH

HO

O

OCH3

Cl

S22

13C NMR of 3g

O

O

N

O

OH

HO

O

OCH3

Cl

S23

1H NMR of 4a

O O

O OH

CH3

S24

1H NMR of 4a (expand)

O O

O OH

CH3

S25

13C NMR of 4a

O O

O OH

CH3

S26

1H NMR of 5a

O O

O N

CH3

H

S27

1H NMR of 5a (expand)

O O

O N

CH3

H

S28

13C NMR of 5a

O O

O N

CH3

H

S29

1H NMR of 7a

O

N

O O

Me

O

O

O

S30

13C NMR of 7a

O

N

O O

Me

O

O

O

S31

1H NMR of 7b

O

N

O O

Me

O

O

O

Cl

S32

13C NMR of 7b

O

N

O O

Me

O

O

O

Cl

S33

1H NMR of 7c

O

N

O O

Me

O

O

O

Me

S34

13C NMR of 7c

O

N

O O

Me

O

O

O

Me

S35

1H NMR of 7f

O

N

O O

Me

O

O

O

OMe

S36

13C NMR of 7f

O

N

O O

Me

O

O

O

OMe

S37

ORTEP diagram for 3a

S38

ORTEP diagram for 7a

S39