4.7 Article

Cobalt-Catalyzed Diastereoselective [4+2] Annulation of Phosphinamides with Heterobicyclic Alkenes at Room Temperature

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 360, Issue 2, Pages 255-260

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201701162

Keywords

C-H activation; Cobalt; [4+2] Annulation; phosphinic amides; bicycloalkenes

Funding

  1. SERB [EMR/2015/002047]
  2. IIT Bombay
  3. DST-Fast Track Scheme

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Cobalt-catalyzed sp(2) C-H bond functionalization of diarylphosphinamides with heterobicyclic alkenes was demonstrated at room temperature employing commercially available cobalt(II)-salts. The effectiveness of this strategy was illustrated with the reaction of various 8-aminoquinoline derived phosphinic amides and 7-oxa/azabenzonorbornadienes. The reaction conditions exhibited excellent functional group tolerance and high diastereoselectivities. Furthermore, extension of this approach to the preparation of polyaryl cyclic phosphinamides was achieved through the dehydrative ring opening/aromatization sequence.

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