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
Citations

WEB OF SCIENCE

50
Citations

SCOPUS

55

초록

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

benzazepinesbenzylaminesC-H activationMorita-Baylis-Hillman adductsrhodiumBAYLIS-HILLMAN REACTIONC-H ALKYLATIONDENSITY FUNCTIONALSAZOBENZENESCYCLIZATIONALKENYLATIONDERIVATIVESALLYLATIONACTIVATIONDISCOVERY
제목
Synthesis of 2-Benzazepines from Benzylamines and MBH Adducts Under Rhodium(III) Catalysis via C(sp(2))-H Functionalization
저자
Pandey, Ashok KumarHan, Sang HoonMishra, Neeraj KumarKang, DahyeLee, Suk HunChun, RinaHong, SungwooPark, Jung SuKim, In Su
DOI
10.1021/acscatal.7b03812
발행일
2018-01
유형
Article
저널명
ACS Catalysis
8
1
페이지
742 ~ 746