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Synthesis and Reactions of Vinyl Isoselenocyanates
Author(s) -
Banert Klaus,
Toth Christoph
Publication year - 1995
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.199516271
Subject(s) - chemistry , sigmatropic reaction , stereochemistry , combinatorial chemistry , medicinal chemistry
[3,3]Sigmatropic selenocyanate → isoselenocyanate rearrangements lead to the first synthesis of compounds in which the sensitive functional group–NCSe is directed into a vinylic position. The allenes 1 (R 1 , R 2 = H or Me), and the buta‐1,3‐dienes 2 (R = H, Me) and 3 , can be used for the preparation of selenazoles as well as for cycloadditions and deselenations to form isocyanides.