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Supplementary Information for
Tandem Catalytic Oxidative Deacetylation of
Acetoacetic Esters and Hetero Aromatic Cyclizations
Yeming Ju,a,b Di Miao,a,b Ruiyang Yua,b and Sangho Koo*a,b,c
aSchool of Pharmacy, East China University of Science and Technology, Meilong Road 130, Shanghai,
200237, China, bDepartment of Energy and Biotechnology, cDepartment of Chemistry, Myong Ji
University, Myongji-Ro 116, Cheoin-Gu, Yongin, Gyeonggi-Do, 449-728, Korea.
Prof. Sangho Koo, phone: +82-31-330-6185, fax: +82-31-335-7248
[1H/13C NMR spectra for the new compounds]
Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.This journal is © The Royal Society of Chemistry 2014
2
EtO
OO
O1
3
EtO
O
O
O
2
4
EtO
OO
O
OH
3
5
EtO
OO
O
OH
3
6
OO
O 4
OO
OH
7
OO
O 4
OO
OH
8
OO
O O
OH
5
9
OO
O O
OH
5
10
O
O
O
6
11
O
O
O
6
12
OEtO2C7
13
OEtO2C7
14
SEtO2C8
15
SEtO2C8
16
NH
CO2Et
9
17
N CO2EtBn 10
18
N CO2EtBn 10
19
N CO2EtBu 11
20
N CO2EtBu 11
21
N
CO2Et
(CH2)3OH
12
22
N
CO2Et
(CH2)3OH
12
23
N
CO2Et
CH2C CH
13
24
N
CO2Et
CH2C CH
13
25
N
CO2Et
14
26
N
CO2Et
14
27
N
CO2Et
I
15
28
N
CO2Et
I
15
29
N
CO2Et
OMe
16
30
N
CO2Et
OMe
16
31
N
CO2Et CO2Et
17
32
N
CO2Et CO2Et
17
33
N
CO2Et
N
EtO2C18
34
N
CO2Et
N
EtO2C18
35
N
CO2Et
CH2OH19
36
N
CO2Et
CH2OH19
37
N
CO2Et
NHBoc20
38
N
CO2Et
NHBoc20
39
N NEtO2C
21
40
N NEtO2C
21
41
N
OO
22
42
N
OO
22
43
NH
N
O
23
44
NH
N
O
23
45
EtO
O
O
NO2
24
EtO
O
OH
NO2
46
EtO
O
O
NO2
24
EtO
O
OH
NO2
47
EtOO
O NO2
25
48
EtOO
O NO2
25
49
EtO
O
O
NO2OH
26
50
EtO
O
O
NO2OH
26
51
NH
CO2Et
27
52
NH
CO2Et
27
53
EtO
O
O
NO2
28CO2Et
EtO
O
OH
NO2
CO2Et
54
EtO
O
O
NO2
28CO2Et
EtO
O
OH
NO2
CO2Et
55
NO2
EtO2CO
OEt
O29
NO2
EtO2COH
OEt
O
56
NO2
EtO2CO
OEt
O29
NO2
EtO2COH
OEt
O
57
NH
CO2EtEtO2C
30
58
NH
CO2EtEtO2C
30
59
NO2
O
OEt
O
Cl
31NO2
HO
OEt
O
Cl
60
NO2
O
OEt
O
Cl
31NO2
HO
OEt
O
Cl
61
Cl
NO2
OOEt
O32
Cl
NO2
OHOEt
O
62
Cl
NO2
OOEt
O32
Cl
NO2
OHOEt
O
63
NO2
O
OEt
O33 NO2
OEt
O
HO
64
NO2
O
OEt
O33 NO2
OEt
O
HO
65
NO2
OEt
O
O
34 NO2
OEt
O
OH
66
NO2
OEt
O
O
34 NO2
OEt
O
OH
67
NH
CO2Et
35
68
NH
CO2Et
35
69
NO2
OEt
O
OOMe
36 NO2
OEt
O
HOOMe
70
NO2
OEt
O
OOMe
36 NO2
OEt
O
HOOMe
71
NO2
OEt
O
OMe
O
37
72
NO2
OEt
O
OMe
O
37
73
NH
MeOCO2Et
38
74
NH
MeOCO2Et
38
75
OMeMeO
NO2
O
OEt
O39
76
OMeMeO
NO2
O
OEt
O39
77
OMeMeO
NO2
OOEt
O40
OMeMeO
NO2
OEt
O
O
41
HO
78
OMeMeO
NO2
OOEt
O40
OMeMeO
NO2
OEt
O
O
41
HO
79
NHMeO
MeOCO2Et
42
80
NHMeO
MeOCO2Et
42
81
NO2
OEt
O
OO O
43NO2
OEt
O
OO HO
82
NO2
OEt
O
OO O
43NO2
OEt
O
OO HO
83
NO2
OOEt
O
OO
44NO2
OEt
O
OO O
45
HO
84
NO2
OOEt
O
OO
44NO2
OEt
O
OO O
45
HO
85
NH
O
OCO2Et
46
86
NH
O
OCO2Et
46
87
N CO2Et
EtO2C
47
88
N CO2Et
EtO2C
47
