Direct Thioamination of Arynes via Reaction with Sulfilimines and Migratory N-Arylation
S Yoshida, T Yano, Y Misawa, Y Sugimura… - Journal of the …, 2015 - ACS Publications
… Herein we report a straightforward synthetic method for o-sulfanylanilines through direct
thioamination of aryne species with sulfilimines. … Based on the experimental results, we
currently consider the reaction to proceed through a four-membered ring intermediate C, which
is produced either via nucleophilic addition of sulfilimine to the aryne followed by cyclization
or via a direct [2+2] cycloaddition (Scheme 2). (6k, 6m) Cleavage of the S–N bond of C and
subsequent intramolecular ipso-substitution at the more electron-deficient aryl group provided …
thioamination of aryne species with sulfilimines. … Based on the experimental results, we
currently consider the reaction to proceed through a four-membered ring intermediate C, which
is produced either via nucleophilic addition of sulfilimine to the aryne followed by cyclization
or via a direct [2+2] cycloaddition (Scheme 2). (6k, 6m) Cleavage of the S–N bond of C and
subsequent intramolecular ipso-substitution at the more electron-deficient aryl group provided …
[引用][C] Direct Thioamination of Arynes via Reaction with Sulfilimines and Migratory N-Arylation
Y Suguru, Y Takahisa, M Yoshihiro, S Yasuyuki… - 2015
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