Organic Chemistry Portal

Abstracts

Search:

Synthesis of α-Aminoacetals via Decarboxylative Coupling of Imine and 2,2,-Diethoxyacetic Acid

Seoksun Kim, Beomsoon Park, Geun Seok Lee and Soon Hyeok Hong*

*Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 34141, Republic of Korea, Email: soonhyeok.hongkaist.ac.kr

S. Kim, B. Park, G. S. Lee, S. H. Hong, J. Org. Chem., 2023, 88, 6532-6537.

DOI: 10.1021/acs.joc.2c01941



see article for more reactions

Abstract

A photocatalytic decarboxylative coupling of imine and 2,2-diethoxyacetic acid in the presence of a nonstoichiometric amount of a radical initiator provides α-aminoacetals. This atom-economical C-C coupling tolerates various functional groups. The diversely functionalized α-aminoacetals serve as a promising platform for further research.

see article for more examples


proposed mechanism


4CzIPN



Key Words

α-amino aldehydes, photochemistry, organocatalysis


ID: J42-Y2023