Premium
Benzannulation of Pyrroles to 4,5‐Disubstituted Indoles through Brønsted‐Acid‐Promoted Rearrangement of tert ‐Butyl Peroxides
Author(s) -
Lu Shenglin,
Xu Ran,
Li Zhiping
Publication year - 2017
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201700353
Subject(s) - chemistry , annulation , indole test , pyrrole , brønsted–lowry acid–base theory , peroxide , medicinal chemistry , organic chemistry , catalysis , combinatorial chemistry
Benzannulation of pyrrole to indole was achieved by using γ‐carbonyl tert ‐butyl peroxides as C 4 building blocks. The reaction is initiated by Brønsted‐acid‐promoted rearrangement of the tert ‐butyl peroxide, followed by annulation with pyrrole leading to an indole skeleton bearing 4,5‐disubstitutents. The salient features of this benzannulation approach include using readily available starting materials and mild reaction conditions.