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Synthesis of 1,6‐Disubstituted Cycloheptatriene Derivatives from Benzocyclopropene
Author(s) -
Okazaki Renji,
Ooka Masaharu,
Tokitoh Norihiro,
Shishido Yoko,
Inamoto Naoki
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.198107991
Subject(s) - cycloheptatriene , synthon , yield (engineering) , chemistry , combinatorial chemistry , medicinal chemistry , organic chemistry , materials science , metallurgy
1,6‐Dithiocyanato‐ (2a) and 1,6‐Diiodocycloheptatriene (2b) —both versatile, useful synthons–can be prepared photochemically from benzocyclopropene (1) with (SCN) 2 and I 2 , respectively, in over 60% yield; benzyl derivatives are formed as by‐products.