Aza-Nazarov Cyclization Reactions via Anion Exchange Catalysis
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Tarih
2019
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Amer Chemical Soc
Erişim Hakkı
info:eu-repo/semantics/closedAccess
Özet
A catalytic aza-Nazarov cyclization between 3,4-dihydroisoquinolines and alpha,beta-unsaturated acyl chlorides has been developed to access alpha-methylene-gamma-lactam products in good yields (up to 79%) as single diastereomers. The reactions proceed efficiently when AgOTf is used as an anion exchange catalyst with a 20 mol % loading at 80 degrees C. Computational studies were performed to investigate the reaction mechanism, and the findings support the role of the -TMS group in reducing the reaction barrier of the key cyclization step.
Açıklama
Anahtar Kelimeler
Direct Imine Acylation, One-Pot, Diastereoselective Synthesis, Heterocyclic Chemistry, Nitrogen-Heterocycles, Silicon, Access, Photocyclization, Diversity, Thiourea
Kaynak
Organic Letters
WoS Q Değeri
Q1
Scopus Q Değeri
Q1
Cilt
21
Sayı
2
