ChemComm
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DOI: 10.1039/C7CC08438B
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1,4-oxazepinoindole product 4 and directly regenerates the
Rh(II) catalyst. Alternatively, the imino group of B could
attack the carbon atom of indole to form spiro compound
C.10d,13,15 However, C is unstable, so subsequent C-O bond
cleavage and rearrangement would finally afford product 3.
65
70
75
80
5
In conclusion, we have described a novel synthetic route to
pyrroloindoles.
rhodium-catalyzed
The
reactions
proceeded
via
of
ring-openings
N-sulfonyl-1,2,3-triazoles, the formation of oxonium ylide
10 species, and nucleophilic addition followed by rearrangement.
By appropriately choosing the rhodium catalysts, the reaction
can be reasonably modulated allowing pyrroloindole
products to be obtained in moderate to excellent yields. We
believe that the reaction outlined here will provide a simple,
15 straightforward, and practical approach to the synthesis of
diverse and structurally complex bioactive compounds, and
the study of selective synthesizing 1,4-oxazepinoindoles is
under way.
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20 We are grateful for the financial support from the National
Natural Science Foundation of China (Nos. 21702176, 81773193,
and 81571799) and the Key Scientific Research Project of
Henan Province (17A150046).
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H
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and 5j were performed (supporting
NTs
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O
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