Development of a Telescoped Flow Process for the Safe and Effective Generation of Propargylic Amines.

ABSTRACT: Propargylic amines are important multifunctional building blocks that are frequently exploited in the synthesis of privileged heterocyclic entities. Herein we report on a novel flow process that achieves the safe and effective on-demand synthesis of propargylic amines in a telescoped manner. This process minimizes exposure to hazardous azide intermediates and renders a streamlined route into these building blocks. The value of this approach is demonstrated by the rapid generation of a small selection of drug-like thiazolines that result from a high-yielding reaction cascade between propargylic amines with different aryl isothiocyanates.

SUBMITTER: Donnelly K 

PROVIDER: S-EPMC6833020 | biostudies-literature | 2019 Oct

REPOSITORIES: biostudies-literature