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Paper | Regular issue | Vol 63, No. 12, 2004, pp.2813-2826
Published online, 26th October, 2004
DOI: 10.3987/COM-04-10232
A New Method for the Preparation of Nitrogen-containing Heterocycles Using Diphenylsulfonium Triflates

Hiroyuki Yamanaka, Yoshinobu Yamane, and Teruaki Mukaiyama*

*Center for Basic Research, The Kitasato Institute, 6-15-5 (TCI), Toshima, Kita-ku, Tokyo 114-0003, Japan


Various nitrogen heterocycles were produced by the reactions of ω-bromoalkyldiphenylsulfonium or diphenylvinylsulfonium triflates with nitrogen nucleophiles. Further, the reactions of diphenylstyrylsulfonium triflates with N-metalated phthalimide and imidazoles afforded α-phthalimidostyrenes and α-(imidazol-1-yl)styrenes in good yields, respectively.