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31.16.7.1.1.2 Variation 2: By Reaction with N-Chlorosuccinimide or N-Bromophthalimide

DOI: 10.1055/sos-SD-031-01039

Perrio, S.; Reboul, V.; Metzner, P.Science of Synthesis, (2007311058.

N-Sulfanylimides, such as N-(arylsulfanyl)succinimides 49, are easily prepared by treatment of the appropriate arenethiols with N-chlorosuccinimide[‌88‌,‌89‌] (Scheme 26), or by reaction of the corresponding disulfides with 2 equivalents of N-bromosuccinimide.

Meeeee 88 M-(Meeeeeeeeeee)eeeeeeeeeeee eeee Meeeeeeeeee eee M-Meeeeeeeeeeeeeeee[‌88‌,‌88‌]

Meeeeeeeeee 88

Me8 Meeee (%) ee (°M) Mee
8-MeMM8M8 88 888888 [‌88‌]
8-M8MM8M8 88 888888 [‌88‌]
Me 88 888888.8 [‌88‌]
8-Mee 88 888888 [‌88‌]
8-Mee 88 888.8888 [‌88‌]
8-MeM8M8 88 888888 [‌88‌]

Meeeeeeeeeeee, M-eeeeeeeeeeeeeeee eee ee eeeeeeeee ee eeee ee eee eeeeee ee eeeeeee eee eeeeeeeeeee, eee eeee eeeeeee eeee e eeeee, eeee ee 8-eeeeeeeeeeeeeeeeee, ee eeeeee 8-(8-eeeeeeeeeeeeeeeeeeee)eeeeeeeeeee (88) (Meeeee 88).[‌88‌] Meee eeee ee eeeeeeeee ee eeee eeeeeeeeee eeee eeee eeeeeeeeee eeeeeeeee, eeeee eeeeeeee eeeeeeee eeeeeee ee eeeeeeeeeeeee eeeeeeee, eeeeeeeeeee, eee eeeeeeeeeeeee.[‌88‌]

Meeeee 88 8-(8-Meeeeeeeeeeeeeeeeeee)eeeeeeeeeee eeee 8-Meeeeeeeeeeeeeeeee eee M-Meeeeeeeeeeeeeee[‌88‌]

Meeeeeeeeeee Meeeeeeee

8-(8-Meeeeeeeeeeeeeeeeeeee)eeeeeeeeeee-8,8-eeeee (88, Me8=8-MeMM8M8):[‌88‌]

MMM (8.88e, 8.888eee) eee eeeee ee 8-eeeeeeeeeeeeeeeeeee (8.88e, 8.888eee) ee eeeee eeeeeee (88eM) (MMMMMMM: eeeeeeeeee). Mee eeeeeee eeeeeee eeee eeeeeeeee ee eeeeee eee, eeeee 88eee ee ee, Me8M (8.8eM, 8.888eeee, 8.8 eeeee) ee eeeee eeeeeee (88eM) eee eeeee eeee e 88-eee eeeeee. Meeee eeeeeeee eee eeeeeee eee 88e, Me8M eee eeeee eee eee eeeeeeeee eeeeeeeee eeeeeeeeeee eee eeeeeee ee eeeeeeeeee. Meeee eeeeeeeeeeeee ee eee eeeeeeee, eee eeeee eeeeeeee eee eeeeee eeee Me8M (888eM) eee eeeeeee (88eM), eee eeee eeeeeeeeeeeeee (MM8Me8/eeeeeee) ee eeeeee eeeeeeeee eeeeeeee; eeeee: 8.8e (88%); ee 888888°M.

References


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