A Mild and Highly Diastereoselective Preparation of N-Alkenyl-2-Pyridones via 2-Halopyridinium Salts and Aldehydes | Zendy

Grant N. Shivers | Zendy; F. Christopher Pigge | Zendy

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A Mild and Highly Diastereoselective Preparation of N-Alkenyl-2-Pyridones via 2-Halopyridinium Salts and Aldehydes

Author(s) -

Grant N. Shivers,

F. Christopher Pigge

Publication year - 2021

Publication title -

the journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.2

H-Index - 228

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/acs.joc.1c01566

Subject(s) - chemistry , aldehyde , ring (chemistry) , 2 pyridone , alkyl , organic chemistry , reaction conditions , combinatorial chemistry , medicinal chemistry , catalysis

An experimentally simple one-pot preparation of N -alkenyl-2-pyridones is reported. The reaction features mild conditions using readily available 2-halopyridinium salts and aldehydes. N -Alkenyl-2-pyridone formation proceeds with high diastereoselectivity, and a wide range of aldehyde reaction partners is tolerated. Pyridone products are also amenable to further manipulation, including conversion to N -alkyl pyridones and polycyclic ring systems.

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