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Chemistry (Weinheim an der Bergstrasse, Germany)

Propargyl hydrazides: synthesis and conversion into pyrazoles through hydroamination.


PMID 23143924

Abstract

Pyrazoles direct: propargyl alcohols undergo hydrazination when treated with p-tosyl hydrazide in the presence of catalytic amounts of either Sc(OTf)(3) or La(OTf)(3) (see scheme; Tf=trifluoromethanesulfonyl). Propargyl hydrazides are converted into either N-tosyl or N-H pyrazoles when treated with an acid or a base, respectively. The one-step acid-catalyzed hydrazination/cyclization of propargyl alcohols directly affords pyrazoles in high yields.

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P50803
Propargyl alcohol, 99%
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