Convenient approach to polyoxygenated dibenzo[c,e]pyrrolo[1,2-a]azepines from donor–acceptor cyclopropanes†
Maksim A.
Boichenko, 
a
Olga A.
Ivanova,
*a
Ivan A.
Andreev,
b
Alexey O.
Chagarovskiy,
b
Victor B.
Rybakov,
a
Dmitriy A.
Skvortsov
a
and
Igor V.
Trushkov
*bd
a
Olga A.
Ivanova,
*a
Ivan A.
Andreev,
b
Alexey O.
Chagarovskiy,
b
Victor B.
Rybakov,
a
Dmitriy A.
Skvortsov
a
and
Igor V.
Trushkov
*bd
Abstract
A short convenient approach to polyoxygenated tetrahydrodibenzo[c,e]pyrrolo[1,2-a]azepines from the donor–acceptor cyclopropanes was developed. A simple synthetic sequence involves: (a) cyclopropane ring opening with azide ion and Krapcho dealkoxycarbonylation; (b) azide-to-imine transformation followed by imine reduction; (c) the oxidative cyclization of 5-aryl-1-benzylpyrrolidin-2-ones, the key intermediates for this approach.
![Graphical abstract: Convenient approach to polyoxygenated dibenzo[c,e]pyrrolo[1,2-a]azepines from donor–acceptor cyclopropanes](/en/Image/Get?imageInfo.ImageType=GA&imageInfo.ImageIdentifier.ManuscriptID=C8QO00742J&imageInfo.ImageIdentifier.Year=2018)
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