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O
H
N
S
KI/K2S2O8
N
N
+
I
S
TEMPO
(2.0 equiv)
S
S
S
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1a
2a
3a, trace
O
O
H
N
K2S2O8
S
+
S
S
4
2a
3a, n.r.
O
O
S
KI/K2S2O8
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N
+
S
S
S
S
1a
3a, 87%
O
5
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KIO3 or KIO4
+
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S
1a
2a
3a, trace
Scheme 2 Control experiments
H
N
S
N
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S
S
OH
S
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N
6
2a
OH
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8
7
O
1a
S
N
S
3a
Scheme 3 Propsed mechanism for α-C–H sulfenylation
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Funding Information
This work was supported by National Natural Science Foundation of
China (No. 21476068, 21471053), Innovation Platform Project of Edu-
cation Bureau of Hunan Province, China (No. 13K101), and Hunan
Provincial Innovation Foundation for Postgraduate (No. CX2016B669).
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Supporting Information
Supporting information for this article is available online at
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(7) (a) Chauhan, P.; Mahajan, S.; Enders, D. Chem. Rev. 2014, 114,
8807. (b) Kemp, M. M.; Wang, Q.; Fuller, J. H.; West, N.;
Martinez, N. M.; Morse, E. M.; Weiwer, M.; Schreiber, S. L.;
Bradner, J. E.; Koehler, A. N. Bioorg. Med. Chem. Lett. 2011, 21,
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References and Notes
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© Georg Thieme Verlag Stuttgart · New York — Synlett 2017, 28, A–E