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S1
Supporting Information
Synthesis of dihydroindeno[1,2-c]isochromene via cascade cyclization and
Friedel-Crafts reaction
Anil Kumar Saikia,* Priya Ghosh, Manash J. Deka, and Madhurjya Borah
Department of Chemistry, Indian Institute of Technology Guwahati, Assam-781039, India
Contents:
1. 1H and 13C NMR spectra of 3a-3p, 3r and 19F NMR of 3g, 3j S2-S20
2. X-crystallographic data of compound 3b S21-S22
3. HRMS Spectra of compounds 3a-3p, 3r S23-S31
Electronic Supplementary Material (ESI) for RSC Advances.This journal is © The Royal Society of Chemistry 2016
S2
1H NMR and 13C NMR spectra of compound 3a
O
S3
1H NMR and 13C NMR spectra of compound 3b
O
Cl
S4
1H NMR and 13C NMR spectra of compound 3c
O
Cl
S5
1H NMR and 13C NMR spectra of compound 3d
O
Cl
S6
1H NMR and 13C NMR spectra of compound 3e
O
Cl
Cl
S7
1H NMR and 13C NMR spectra of compound 3f
O
Br
S8
1H NMR and 13C NMR spectra of compound 3g
O
F
S9
19F NMR spectrum of compound 3g
O
F
S10
1H NMR and 13C NMR spectra of compound 3h
O
MeOOC
S11
1H NMR and 13C NMR spectra of compound 3i
O
NC
S12
1H NMR and 13C NMR spectra of compound 3j
O
F3C
S13
19F NMR spectrum of compound 3j
O
F3C
S14
1H NMR and 13C NMR spectra of compound 3k
O
NO2
S15
1H NMR and 13C NMR spectra of compound 3l
O
Me
S16
1H NMR and 13C NMR spectra of compound 3m
O
Me2N
S17
1H NMR and 13C NMR spectra of compound 3n
S18
1H NMR and 13C NMR spectra of compound 3o
S19
1H NMR and 13C NMR spectra of compound 3p
S20
1H NMR and 13C NMR spectra of compound 3r
S21
The crystal parameters of compound 3b
CCDC 1483531
Formula
Formula weight
T/K
Crystal system
Space group
a/Å
b/Å
c/Å
α/º
β/º
γ/º
V/Å3
Z
Abs. Coeff./mm-1
Abs. Correction
GOF on F2
Final R indices [I > 2σ(I)]
R indices [all data]
C22H14ClO
329.78
296(2)
Monoclinic
P21/c
17.382(19)
6.286(7)
17.040(18)
90.00
117.003(18)
90.00
1659(3)
4
0.234
multi-scan
1.016
R1 = 0.0683
wR2 = 0.1508
R1 = 0.0915
wR2 = 0.1664
S22
ORTEP diagram of compound 3b, thermal ellipsoids are drawn on 50% probability level
S23
HRMS spectrum of compound 3a
HRMS spectrum of compound 3b
S24
HRMS spectrum of compound 3c
HRMS spectrum of compound 3d
S25
HRMS spectrum of compound 3e
HRMS spectrum of compound 3f
S26
HRMS spectrum of compound 3g
HRMS spectrum of compound 3h
S27
HRMS spectrum of compound 3i
HRMS spectrum of compound 3j
S28
HRMS spectrum of compound 3k
HRMS spectrum of compound 3l
S29
HRMS spectrum of compound 3m
HRMS spectrum of compound 3n
S30
HRMS spectrum of compound 3o
HRMS spectrum of compound 3p
S31
HRMS spectrum of compound 3r