Tetrahedron Letters p. 7351 - 7354 (1999)
Update date:2022-08-11
Topics:
Yaguchi, Kyoko
Endo, Yasuyuki
Reaction of deca-B-methyl-1,12-dicarba-closo-dodecaborane-1-carbonyl chloride with aniline in pyridine gives predominantly deca-B-methyl-1,12-dicarba-closo-dodecaborane-1-carboxamide, accompanied by a small amount of the expected anilide. The results may be interpreted in terms of nucleophilic attack of aniline at the 2'-position of the N-(deca-B-methyl-1,12-dicarba-closo-dodecaborane-1-carbonyl)pyridinium intermediate, followed by ring-opening of the pyridine nucleus and recyclization.
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