4.6 Article

Rhodium(I)-Catalyzed Benzannulation of Heteroaryl Propargylic Esters: Synthesis of Indoles and Related Heterocycles

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 22, Issue 30, Pages 10410-10414

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201602088

Keywords

annulation; carbonylation; catalysis; indoles; rhodium

Funding

  1. NIH [R01M088285]
  2. NSF [CHE-1464754]
  3. University of Wisconsin-Madison
  4. Tianjin Natural Science Foundation [21421001]
  5. MOE Innovation Teams of China [IRT-13R30, IRT13022]
  6. Chinese Scholarship Council
  7. Southern Medical University
  8. Wisconsin Alumni Research Foundation (WARF)
  9. UW School of Pharmacy
  10. Direct For Mathematical & Physical Scien
  11. Division Of Chemistry [1464754] Funding Source: National Science Foundation

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A de novo synthesis of a benzene ring allows for the preparation of a diverse range of heterocycles including indoles, benzofurans, benzothiophenes, carbazoles, and dibenzofurans from simple heteroaryl propargylic esters using a unified carbonylative benzannulation strategy. Multiple substituents can be easily introduced to the C4-C7 positions of indoles and related heterocycles.

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