4.6 Article

Open-air oxidative Mizoroki-Heck reaction of arylsulfonyl hydrazides with alkenes

Journal

RSC ADVANCES
Volume 6, Issue 33, Pages 27584-27589

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c6ra03188a

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Funding

  1. Research Grants Council of Hong Kong [C5023-14G, PolyU 153008/14P]
  2. State Key Laboratory of Chirosciences

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A palladium(II)-catalyzed oxidative Mizoroki-Heck reaction of arylsulfonyl hydrazides with alkenes was developed employing atmospheric air as the sole oxidant in an open-vessel manner. By using palladium(II) acetate associating with inexpensive, air-stable and moisture stable pyridine ligand L9 as the catalyst system, the efficiency of the reaction could be significantly enhanced. A wide range of arylsulfonyl hydrazides underwent the oxidative Mizoroki-Heck reaction with alkenes smoothly. Good-to-excellent product yields and excellent regio- and stereoselectivity were achieved. Functional groups such as halo, ester etc. were well-tolerated under these optimized reaction conditions.

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