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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

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

Donnelly Kian K Zhang Huan H Baumann Marcus M

Molecules (Basel, Switzerland) 20191010 20

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 sele ...[more]

PMID: 31658759

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