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Lewis Acid‐Catalyzed or Base‐Promoted Regioselective Cycloisomerization of N ‐Imidoyl‐ o ‐alkynylanilines for Synthesis of N ‐Imidoyl‐(1 H )‐indoles and 4‐Alkylidene‐3,4‐dihydroquinazolines
Author(s) -
Otani Takashi,
Jiang Xue,
Cho Kinryo,
Araki Rino,
Kutsumura Noriki,
Saito Takao
Publication year - 2015
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201401186
Subject(s) - cycloisomerization , chemistry , regioselectivity , catalysis , amidine , alkyne , selectivity , medicinal chemistry , lewis acids and bases , combinatorial chemistry , organic chemistry
Abstract Product selectivity control for the synthesis of imidoylindoles and 4‐alkylidenedihydroquinazolines from N ‐imidoyl‐ o ‐alkynylanilines via silver triflate‐catalyzed cycloisomerization or tetrabutylammonium fluoride‐promoted cyclization is described. The product selectivity depends mainly on the catalyst/promoter used, and on the substituents on the alkyne and amidine functions of the substrates.