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A Novel Method of CC‐Bond Formation: Thermolytic Elimination of Sulfur and Hydrogen Halides from α‐Halosulfides
Author(s) -
Pommelet JeanClaude,
Nyns Claire,
Lahousse Francis,
Merényi Robert,
Viehe Heinz G.
Publication year - 1981
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198105851
Subject(s) - acrylonitrile , halide , chemistry , sulfur , gas phase , pyrolysis , hydrogen bond , hydrogen , reaction mechanism , acrylic acid , polymer chemistry , organic chemistry , medicinal chemistry , photochemistry , molecule , catalysis , polymer , copolymer , monomer
A three‐step synthesis of the acrylic acid or acrylonitrile derivatives (2) uses thiols and α‐halocarboxylic acids or ‐nitrites as starting materials. The central intermediates are the α‐halosulfides (1) , which give (2) on gas‐phase pyrolysis: the mechanism of this rearrangement resembles that of the Ramberg‐Bäcklund reaction.