4.8 Article

Iodide as a Nucleophilic Trigger in Aryne Three-Component Coupling for the Synthesis of 2-lodobenzyl Alcohols

Journal

ORGANIC LETTERS
Volume 21, Issue 11, Pages 4383-4387

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01621

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Funding

  1. Science and Engineering Research Board-DST, Government of India [EMR/2016/007021]
  2. CSIR
  3. IISc

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The synthetic potential of KI as the iodide source in aryne three-component coupling has been demonstrated using aldehydes as the third component. This mild and transition-metal free coupling reaction allowed the straightforward synthesis of 2-iodobenzyl alcohols in moderate to good yields with good functional group compatibility. Moreover, KBr and KCl could be used as the nucleophilic trigger in this aryne multicomponent coupling (MCC) and N-methylisatin and CO2 could be used as the electrophilic third components.

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