Silver-Mediated [3 + 2] Cycloaddition of Alkynes and N-Isocyanoiminotriphenylphosphorane: Access to Monosubstituted Pyrazoles
Fanhua Yi, Wanjun Zhao, Zikun Wang*, Xihe Bi*
*Department of Chemistry, Northeast Normal University, Changchun 130024, China,
Email: wangzk076
nenu.edu.cn, bixh507nenu.edu.cn
F. Yi, W. Zhao, Z. Wang, X. Bi, Org. Lett., 2019, 21, 3158-3161.
DOI: 10.1021/acs.orglett.9b00860
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Abstract
A silver-mediated [3 + 2] cycloaddition of N-isocyanoiminotriphenylphosphorane as "CNN" building block to terminal alkynes provides pyrazoles. N-isocyanoiminotriphenylphosphorane is a stable, safe, easy-to-handle, and odorless solid isocyanide. The reaction offers mild conditions, broad substrate scope, and excellent functional group tolerance.
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proposed mechanism
Key Words
ID: J54-Y2019
