4.7 Article

Iridium-catalyzed B-H insertion of sulfoxonium ylides and borane adducts: a versatile platform to α-boryl carbonyls

期刊

CHEMICAL COMMUNICATIONS
卷 56, 期 3, 页码 423-426

出版社

ROYAL SOC CHEMISTRY
DOI: 10.1039/c9cc08795h

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  1. Guangzhou key laboratory of construction and application of new drug screening model systems [201805010006]
  2. key laboratory of new drug discovery and evaluation of ordinary universities of Guangdong province [2017KSYS002]
  3. Guangdong Pharmaceutical University [51377002]
  4. Youth Innovation Talents Project of Colleges and Universities in Guangdong Province [51377201]
  5. Natural Science Foundation of Hunan Province [12019JJ60071]

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Iridium-catalyzed boron-hydrogen bond insertion reactions of trimethylamine-borane and sulfoxonium ylides have been demonstrated, furnishing alpha-boryl ketones in moderate to excellent yields in most cases (51 examples; up to 84%). This practical and scalable insertion reaction showed broad substrate scope, high functional-group compatibility and could be applied in late-stage modification of structurally complex drug compounds. Further synthetic applications were also demonstrated.

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