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Syntheses of Heterocycles by Intramolecular Acylation of Nitrile‐Hydrogen Halide Adducts
Author(s) -
Simchen Gerhard,
Entenmann Günther
Publication year - 1973
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.197301191
Subject(s) - nitrile , halide , chemistry , acylation , adduct , hydrogen halide , intramolecular force , organic chemistry , hydrogen , polymer chemistry , medicinal chemistry , halogen , catalysis , alkyl
Abstract Five‐membered, six‐membered, and seven‐membered aza‐, diaza‐, and thiazaheterocycles can be prepared by cyclization of. ω‐cyano carboxylic acid halides in the presence of hydrogen halides in aprotic solvents. Nitrile‐hydrogen halide adducts occur as intermediates in this novel heterocycle synthesis of wide application. The acylating cyclizations of nitriles in protonic media, which proceed via imidic esters or amides, are not discussed.