6,7-Didehydrotrithiadiazepine (trithiadiazepyne)(3) is readily generated from 6-bromotrithiadiazepine (1) with Hünig's base or sodium methoxide, and is intercepted in high yield by dienes and nucleophiles; formation of the highly stabilised carbanion (2) and the hetaryne (3) are established by deuterium exchange, competition experiments, and generation of (3) from 6-chloro-, -bromo-, and -iodo-trithiadiazepine.
M. J. Plater and C. W. Rees, J. Chem. Soc., Chem. Commun., 1990, 1317 DOI: 10.1039/C39900001317
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