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Pletnev AA, Larock RC. Carbopalladation of nitriles: synthesis of benzocyclic ketones and cyclopentenones via Pd-catalyzed cyclization of omega-(2-iodoaryl)alkanenitriles and related compounds. J Org Chem. 2002;67(26):9428-38doi: 10.1021/jo0262006.
Pletnev, A. A., & Larock, R. C. (2002). Carbopalladation of nitriles: synthesis of benzocyclic ketones and cyclopentenones via Pd-catalyzed cyclization of omega-(2-iodoaryl)alkanenitriles and related compounds. The Journal of organic chemistry, 67(26), 9428-38. https://doi.org/10.1021/jo0262006
Pletnev, Alexandre A, and Larock, Richard C. "Carbopalladation of nitriles: synthesis of benzocyclic ketones and cyclopentenones via Pd-catalyzed cyclization of omega-(2-iodoaryl)alkanenitriles and related compounds." The Journal of organic chemistry vol. 67,26 (2002): 9428-38. doi: https://doi.org/10.1021/jo0262006
Pletnev AA, Larock RC. Carbopalladation of nitriles: synthesis of benzocyclic ketones and cyclopentenones via Pd-catalyzed cyclization of omega-(2-iodoaryl)alkanenitriles and related compounds. J Org Chem. 2002 Dec 27;67(26):9428-38. doi: 10.1021/jo0262006. PMID: 12492349.
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J Org Chem. 2002 Dec 27;67(26):9428-38. doi: 10.1021/jo0262006.

Carbopalladation of nitriles: synthesis of benzocyclic ketones and cyclopentenones via Pd-catalyzed cyclization of omega-(2-iodoaryl)alkanenitriles and related compounds.

The Journal of organic chemistry

Alexandre A Pletnev, Richard C Larock

Affiliations

  1. Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA.

PMID: 12492349 DOI: 10.1021/jo0262006

Abstract

An efficient procedure for the synthesis of 2,2-disubstituted benzocyclic ketones by intramolecular carbopalladation of nitriles has been developed. The cyclization of substituted 3-(2-iodoaryl)propanenitriles affords indanones in high yields. The reaction is compatible with a wide variety of functional groups. This methodology has been extended to the synthesis of tetralones and cyclopentenones.

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