4.8 Article

Synthesis of 5-Azaindoles via a Cycloaddition Reaction between Nitriles and Donor-Acceptor Cyclopropanes

Journal

ORGANIC LETTERS
Volume 12, Issue 14, Pages 3168-3171

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol101078z

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Funding

  1. National Sciences and Engineering Research Counsil of Canada
  2. Egyptian Academy of Scientific Research and Technology

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A new method for the synthesis of 5-azaindole derivatives is reported. A [3+2] dipolar cycloaddition between nitriles and a 3,4-cyclopropanopiperidirie followed by SeO2 oxidation affords the target compounds in moderate to excellent yields. The divergent nature and cost effectiveness of this method makes it very suitable for combinatorial applications in the pharmaceutical industry.

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