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

Mahmoud M. Abd Rabo Moustafa | Zendy; Brian L. Pagenkopf | Zendy

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

Author(s) -

Mahmoud M. Abd Rabo Moustafa,

Brian L. Pagenkopf

Publication year - 2010

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/ol101078z

Subject(s) - chemistry , cycloaddition , combinatorial chemistry , acceptor , nitrile , 1,3 dipolar cycloaddition , organic chemistry , catalysis , physics , condensed matter physics

A new method for the synthesis of 5-azaindole derivatives is reported. A [3+2] dipolar cycloaddition between nitriles and a 3,4-cyclopropanopiperidine followed by SeO(2) 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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