4.8 Article

Base-Promoted Decarboxylative Azo-Coupling: Construction of Unsymmetrical Azocarboranes

Journal

ORGANIC LETTERS
Volume 19, Issue 4, Pages 862-865

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b00013

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Funding

  1. National Natural Science Foundation of China [21472086, 21531004]
  2. National Basic Research Program of China [2013CB922101]

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Base-promoted decarboxylative azo couplings of carboranyl carboxylic acids with diazo salts have been developed to provide trans-azocarboranes in high yields (up to 94%). This approach is simple, efficient, and compatible with various functional groups. Mechanistically, the coupling has been proven to proceed in a nonradical pathway, which is distinct from those classical decarboxylative couplings.

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