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Highly Selective and Catalytic C-N Bond Cleavage of Tertiary Sulfonamides: Scope and Mechanistic Insight.


ABSTRACT: A highly chemoselective C-N bond cleavage reaction of p-methoxybenzyl- (PMB), 3,4-dimethoxybenzyl- (DMB), or cinnamyl-substituted tertiary sulfonamides in the presence of catalytic Bi(OTf)3 is presented. A wide range of sulfonamide substrates smoothly furnished the corresponding C-N bond cleavage products in good to excellent yields. Great efforts have been made to obtain insights into the reaction mechanism based on a series of control experiments and mass spectroscopy.

SUBMITTER: Bhattacharya A 

PROVIDER: S-EPMC8320137 | biostudies-literature |

REPOSITORIES: biostudies-literature

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