1
Copies of NMR and HRMS spectra
Yb(OTf)3 mediated MCR: a new and regioselective approach
towards polysubstituted pyrroles of pharmacological interest
G. Rajeshwar Reddy,a,b T. Ram Reddy,a Suju C. Joseph,a K. Sateesh Reddy,a Chandana Lakshmi
T. Meda,c Ajit Kandale,c D. Rambabu,c G. Rama Krishna,d C. Malla Reddy,d Kishore V.L.Parsa,c
K. Shiva Kumar,c and Manojit Pal*,c
aCustom Pharmaceutical Services, Dr. Reddy’s Laboratories Limited, Bollaram Road Miyapur,
Hyderabad 500 049, India bChemistry Division, Institute of Science and Technology, JNT University, Kukatpally,
Hyderabad 500072, Andhra Pradesh, India cInstitute of Life Sciences, University of Hyderabad Campus, Gachibowli, Hyderabad, 500046,
India. dDepartment of Chemical Sciences, Indian Institute of Science Education and Research, Kolkata,
West Bengal, 741252, India.
E-mail: [email protected]
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
2
4a 1H NMR (400 MHz, CDCl3)
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
3
4a 1H NMR (100 MHz, CDCl3) Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
4
4a HRMS
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
5
NO
4a HRMS
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
6
4b 1H NMR (400 MHz, CDCl3)
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
7
4b 1H NMR (100 MHz, CDCl3)
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
8
NO
Cl
4b HRMS
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
9
NO
Cl
4b HRMS
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
10
4c 1H NMR (400 MHz, CDCl3)
N
O
Br
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
11
4c 13C NMR (100 MHz, CDCl3)
N
O
Br
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
12
4c HRMS
N
O
Br
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
13
4c HRMS
N
O
Br
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
14
4d 1H NMR (400 MHz, CDCl3)
NO
Br
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
15
NO
Br
4d 13C NMR (100 MHz, CDCl3) Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
16
NO
Br
4d HRMS Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
17
NO
Br
4d HRMS Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
18
4e 1H NMR (400 MHz, CDCl3)
NO
F
Br
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
19
4e 13C NMR (100 MHz, CDCl3)
NO
F
Br
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
20
NO
F
Br
4e HRMS
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
21
4c 1H NMR (100 MHz, CDCl3)
4e HRMS
NO
F
Br
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
22
NO
O
4f 1H NMR (400 MHz, CDCl3)
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
23
NO
O
4f 13C NMR (100 MHz, CDCl3)
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
24
4f HRMS
NO
O
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
25
NO
O
4f HRMS Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
26
4g 1H NMR (400 MHz, CDCl3)
N
O
OCH3
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
27
4g 13C NMR (100 MHz, CDCl3)
N
O
OCH3
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
28
4g HRMS
N
O
OCH3
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
29
4g HRMS
N
O
OCH3
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
30
4h 1H NMR (400 MHz, CDCl3)
N
O
OCH3
OCH3
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
31
4h 13C NMR (100 MHz, CDCl3)
N
O
OCH3
OCH3
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
32
4h HRMS
N
O
OCH3
OCH3
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
33
4h HRMS
N
O
OCH3
OCH3
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
34
4i 1H NMR (400 MHz, CDCl3)
N
O
NO2
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
35
4i 13C NMR (100 MHz, CDCl3)
N
O
NO2
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
36
4i HRMS
N
O
NO2
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
37
4i HRMS
N
O
NO2
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
38
4j 1H NMR (400 MHz, CDCl3)
N
O
OH
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
39
4j 13C NMR (100 MHz, CDCl3)
N
O
OH
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
40
4j HRMS
N
O
OH
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
41
4j HRMS
N
O
OH
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
42
N
O
4k 1H NMR (400 MHz, CDCl3)
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
43
N
O
N
O
4k 13C NMR (100 MHz, CDCl3)
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
44
N
O
4k HRMS Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
45
N
O
4k HRMS Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
46
4l 1H NMR (400 MHz, CDCl3)
N
O
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
47
4l 1H NMR (100 MHz, CDCl3)
N
O
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
48
4l HRMS
N
O
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
49
4l HRMS
N
O
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
50
4m 1H NMR (400 MHz, CDCl3)
N
O
ClCl
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
51
4m 1H NMR (100 MHz, CDCl3)
N
O
ClCl
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
52
4m HRMS
N
O
ClCl
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
53
N
O
ClCl
4m HRMS Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
54
4n 1H NMR (400 MHz, CDCl3)
N
O
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
55
4n 1H NMR (100 MHz, CDCl3)
N
O
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
56
4n HRMS
N
O
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
57
4n HRMS
N
O
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
58
N
O
OH
4o 1H NMR (400 MHz, CDCl3)
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
59
N
O
OH
4o 1H NMR (100 MHz, CDCl3) Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
60
N
O
OH
4o HRMS
Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
61
N
O
OH
4o HRMS Electronic Supplementary Material (ESI) for RSC AdvancesThis journal is © The Royal Society of Chemistry 2012
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