Phospha-Michael reaction of tertiary phosphanes Ph2P–X (X=SiMe3, Cl) and N-triflyl-propiolamides-Reference-Cited by-同舟云学术

Phospha-Michael reaction of tertiary phosphanes Ph2P–X (X=SiMe3, Cl) and N-triflyl-propiolamides

Published:2019-08-13 Issue:9 Volume:74 Page:671-676
ISSN:1865-7117
Container-title:Zeitschrift für Naturforschung B
language:en
Short-container-title:

Author:

Fiore Vito A.¹,Maas Gerhard²

Affiliation:

1. Institute of Organic Chemistry I , University of Ulm , Albert-Einstein-Allee 11 , D-89081 Ulm , Germany

2. Institute of Organic Chemistry I , University of Ulm , Albert-Einstein-Allee 11 , D-89081 Ulm , Germany , Fax: +49(0731)5022803

Abstract

Abstract The uncatalyzed silylphosphanylation of acetylenic N-trifluoromethylsulfonyl-carboxamides by Ph2P–SiMe3, formally an insertion of a C,C triple bond into a P–Si bond, is reported. Some characteristic functional group transformations of the resulting 3-PPh2-2-SiMe3-N-triflyl-acrylamides were briefly explored: transamidation of the N-triflylamide group with allylamine, P oxidation and protodesilylation. A hydrophosphorylation of the acetylenic triple bond with chloro(diphenyl)phosphane is also reported.

Publisher

Walter de Gruyter GmbH

Subject

General Chemistry

Link

https://www.degruyter.com/document/doi/10.1515/znb-2019-0100/pdf

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