A Novel Method of CC‐Bond Formation: Thermolytic Elimination of Sulfur and Hydrogen Halides from α‐Halosulfides | Zendy

Pommelet JeanClaude | Zendy; Nyns Claire | Zendy; Lahousse Francis | Zendy; Merényi Robert | Zendy; Viehe Heinz G. | Zendy

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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.

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