Highly selective preparation of allenic and homopropargylic hydrazides through regiospecific addition of propargyltrichlorosilane and allenyltrichlorosilane to various types of N-acylhydrazones

U Schneider, M Sugiura, S Kobayashi

Research output: Contribution to journalArticlepeer-review

Abstract

The highly selective preparation of various types of allenic and homopropargylic hydrazides through regiospecific allenylation and propargylation of the corresponding N-acylhydrazones is reported. These carbon-carbon bond-forming reactions employing in situ prepared propargyl- and allenyltrichlorosilanes proceed smoothly in NN-dimethylformamide (DMF) without any metal catalysis (neutral Lewis base activation of nucleophiles). The use of Hunig's base as an additive is beneficial in terms of chemical yields.

Original languageEnglish
Pages (from-to)323-329
Number of pages7
JournalAdvanced Synthesis & Catalysis
Volume348
Issue number3
DOIs
Publication statusPublished - Feb 2006

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