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Direct Assembly of Benzo[e]indoles by Diels–Alder Reaction of Arynes and 2‐Vinylpyrroles
Author(s) -
Yuan Jing,
Wu XinYan,
Sha Feng
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201600334
Subject(s) - aryne , chemistry , diels–alder reaction , ring (chemistry) , pyrrole , selectivity , combinatorial chemistry , stereochemistry , organic chemistry , catalysis
A direct synthetic strategy for the construction of benzo[ e ]indoles by Diels–Alder reaction of 2‐vinylpyrroles and arynes was developed. By introducing CHPh 2 as the N ‐protecting group, the arynes selectively reacted with the external vinyl group instead of the pyrrole ring itself. A series of substituted benzo[ e ]indoles were afforded with high selectivity in good yields.