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Diazothenes: evidence for their production by way of a Wittig reaction.

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
20
Issue
48
Identifiers
DOI: 10.1016/s0040-4039(01)86665-x
Disciplines
  • Chemistry

Abstract

Abstract Base-promoted reaction of dimethyl diazomethylphosphonate ( 1 ) with dialkyl and cyclic ketones affords species having the chemical properties associated with vinylidenes ( 3 ) or their equivalents. Data are presented showing that diazoethenes ( 2 ) are unexpectedly unstable, losing nitrogen even at −78°C to give the corresponding carbenes or carbenoids.

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