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A Novel Approach for C–C, C–N, and C–O Bond Formation Reactions: A Facile Synthesis of Benzophenazine, Quinoxaline, and Phenoxazine Derivatives via Ring Opening of Benzoxepines

Authors :
Kasagani Veera Prasad
Bhimapaka China Raju
Gannerla Saidachary
Balasubramanian Sridhar
Source :
Organic Letters. 16:420-423
Publication Year :
2013
Publisher :
American Chemical Society (ACS), 2013.

Abstract

A new one-pot protocol has been developed for the synthesis of benzophenazine, quinoxaline, and phenoxazine derivatives by the reaction of benzoxepine-4-carboxylates with benzene-1,2-diamines, ethane-1,2-diamine, and 2-aminophenols in the presence of Bi(OTf)3 (5 mol %) under mild conditions in very good yields. The present protocol opens a new way for C-C, C-N, and C-O bond-formation reactions in a single-step process. The structural assignment was confirmed by X-ray analysis.

Details

ISSN :
15237052 and 15237060
Volume :
16
Database :
OpenAIRE
Journal :
Organic Letters
Accession number :
edsair.doi.dedup.....5e00666f0fc1838f54af8f27952526cb
Full Text :
https://doi.org/10.1021/ol4033122