Organic Chemistry Portal

Abstracts

Search:

One-Pot Synthesis of Less Accessible N-Boc-Propargylic Amines through BF3-Catalyzed Alkynylation and Allylation Using Boronic Esters

Kento Yasumoto, Taichi Kano*, Keiji Maruoka*

*Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan, Email: kanokuchem.kyoto-u.ac.jp, maruokakuchem.kyoto-u.ac.jp

K. Yasumoto, T. Kano, K. Maruoka, Org. Lett., 2019, 21, 3214-3217.

DOI: 10.1021/acs.orglett.9b00931


see article for more reactions

Abstract

A BF3-mediated in situ generation of alkynyl imines followed by alkynylation or allylation with boronic esters enables an efficient synthesis of α-alkynyl- or α-allyl-substituted N-Boc-propargylic amines in good yields under mild conditions.

see article for more examples



Key Words

propargylamines (C-C coupling, C-N coupling), multicomponent reactions


ID: J54-Y2019