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Synthesis and Reactions of 4‐Azido‐3‐methyl‐1,2‐butadiene
Author(s) -
Banert Klaus
Publication year - 1985
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.198502161
Subject(s) - allene , azirine , azide , yield (engineering) , carbon atom , chemistry , decomposition , 1,3 butadiene , thermal decomposition , photochemistry , organic chemistry , materials science , catalysis , ring (chemistry) , metallurgy
The coupling of an allene system with an azido group via one carbon atom has been achieved for the first time in the synthesis of 1. 1 rearranges to the isomer 2 already at room temperature. In the photolytic decomposition, 1 behaves as a typical azide with an allyl structure, whereas the vinyl azide 2 leads to the azirine 3 in good yield.
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