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Synthesis of 2-Benzazepines from Benzylamines and MBH Adducts Under Rhodium(III) Catalysis via C(sp(2))-H Functionalization
- Pandey, Ashok Kumar;
- Han, Sang Hoon;
- Mishra, Neeraj Kumar;
- Kang, Dahye;
- Lee, Suk Hun;
- ... Park, Jung Su;
- 외 3명
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55초록
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(sp(2))-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 performed. calculations were also performed.
키워드
benzazepines; benzylamines; C-H activation; Morita-Baylis-Hillman adducts; rhodium; BAYLIS-HILLMAN REACTION; C-H ALKYLATION; DENSITY FUNCTIONALS; AZOBENZENES; CYCLIZATION; ALKENYLATION; DERIVATIVES; ALLYLATION; ACTIVATION; DISCOVERY
- 제목
- Synthesis of 2-Benzazepines from Benzylamines and MBH Adducts Under Rhodium(III) Catalysis via C(sp(2))-H Functionalization
- 저자
- Pandey, Ashok Kumar; Han, Sang Hoon; Mishra, Neeraj Kumar; Kang, Dahye; Lee, Suk Hun; Chun, Rina; Hong, Sungwoo; Park, Jung Su; Kim, In Su
- 발행일
- 2018-01
- 유형
- Article
- 저널명
- ACS Catalysis
- 권
- 8
- 호
- 1
- 페이지
- 742 ~ 746