Ruthenium-catalyzed site-selective C-H bond activation/annulation cascade toward dibenzoazepinone skeletons

Deepan Chowdhury; Suman Dana; Subhankar Maity; Mahiuddin Baidya

doi:10.1021/acs.orglett.0c02228

Ruthenium-catalyzed site-selective C-H bond activation/annulation cascade toward dibenzoazepinone skeletons

Deepan Chowdhury
, Suman Dana
, Subhankar Maity
, Mahiuddin Baidya

Indian Institute of Technology Madras

Research output: Contribution to journal › Article › peer-review

43 Scopus citations

Abstract

A free amine-directed ruthenium(II)-catalyzed hydroarylation and concomitant regioselective transamidation cascade between 2-aminobiphenyls and diversely substituted maleimides is reported, furnishing biologically relevant dibenzo[b,d]azepinone scaffolds in high yields. The protocol accommodates a range of functional groups and showcases synthesis of dibenzoazepinones bearing amino acid side chains through substrate design.

Original language	English
Pages (from-to)	6760-6764
Number of pages	5
Journal	Organic Letters
Volume	22
Issue number	17
DOIs	https://doi.org/10.1021/acs.orglett.0c02228
State	Published - 4 Sep 2020
Externally published	Yes

Bibliographical note

Publisher Copyright:
Copyright © 2020 American Chemical Society.

Funding

The authors gratefully acknowledge DST-SERB, India (CRG/2019/001003), for financial support. D.C. and S.D. acknowledge IIT Madras for providing the HTRA fellowship. M.B. thanks IIT Madras for the Institute Research Development Award (IRDA).

Funders	Funder number
DST-SERB	CRG/2019/001003
IIT Madras
Indian Institute of Technology Madras

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10.1021/acs.orglett.0c02228

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abstract = "A free amine-directed ruthenium(II)-catalyzed hydroarylation and concomitant regioselective transamidation cascade between 2-aminobiphenyls and diversely substituted maleimides is reported, furnishing biologically relevant dibenzo[b,d]azepinone scaffolds in high yields. The protocol accommodates a range of functional groups and showcases synthesis of dibenzoazepinones bearing amino acid side chains through substrate design.",

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Ruthenium-catalyzed site-selective C-H bond activation/annulation cascade toward dibenzoazepinone skeletons

Abstract

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