Synthesis of 2-Benzazepines from Benzylamines and MBH Adducts under Rhodium(III) Catalysis via C(sp2)-H Functionalization

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Title
Synthesis of 2-Benzazepines from Benzylamines and MBH Adducts under Rhodium(III) Catalysis via C(sp2)-H Functionalization
Author(s)
Ashok Kumar Pandey; Sang Hoon Han; Neeraj Kumar Mishra; Dahye Kang; Suk hun Lee; Rin Chun; Sungwoo Hong; Jung Su Park; In Su Kim
Publication Date
2018
Journal
ACS Catalysis, v.8, no.1, pp.742 - 746
Publisher
AMER CHEMICAL SOC
Abstract
The rhodium(III)-catalyzed cross-coupling reaction between commercially available benzylamines and Morita-Baylis-Hillman (MBH) adducts is described. This protocol provides a facile access to various 2-benzazepine derivatives via the C(sp2)-H activation of N-allylated benzylamines and subsequent intramolecular olefin insertion followed by N-allylation reaction. A range of substrates has been used, and a high level of chemoselectivity as well as functional group tolerance was observed. To gain mechanistic insight of this transformation, DFT calculations were also performed. © 2017 American Chemical Society
URI
https://pr.ibs.re.kr/handle/8788114/4732
ISSN
2155-5435
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > Journal Papers (저널논문)
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