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The Rh(i)-catalyzed ortho-alkylation of benzenesulfonamides with alkenes with the aid of an 8-aminoquinoline directing group is reported. The reaction is applicable to a variety of benzenesulfonamide derivatives and various alkenes.… Click to show full abstract
The Rh(i)-catalyzed ortho-alkylation of benzenesulfonamides with alkenes with the aid of an 8-aminoquinoline directing group is reported. The reaction is applicable to a variety of benzenesulfonamide derivatives and various alkenes. Curiously, unactivated 1-alkenes were more reactive than activated alkenes. Deuterium labeling experiments indicate that an unusual 1,2-H shift mechanism to generate a carbene rhodium intermediate is involved.
Keywords:
alkylation benzenesulfonamides;
rhodium catalyzed;
selective alkylation;
mono selective;
catalyzed mono;
alkylation
Journal Title: Chemical communications
Year Published: 2019
Link to full text (if available)
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Journal Title: Chemical communications
Year Published: 2019
Link to full text (if available)
Share on Social Media: Sign Up to like & get
recommendations!