학술논문
Traceless Redox-Annulations of Alicyclic Amines
Document Type
article
Source
SynOpen, Vol 04, Iss 04, Pp 123-131 (2020)
Subject
Language
English
ISSN
2509-9396
0040-1706
0040-1706
Abstract
Amines such as 1,2,3,4-tetrahydroisoquinoline undergo redox-neutral annulations with ortho-(nitromethyl)benzaldehyde. Benzoic acid acts as a promoter in these reactions, which involve concurrent amine α-C–H bond and N–H bond functionalization. Subsequent removal of the nitro group provides access to tetrahydroprotoberberines not accessible via typical redox-annulations. Also reported are decarboxylative annulations of ortho-(nitromethyl)benzaldehyde with proline and pipecolic acid.