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Metal‐Free, Visible‐Light Promoted Intramolecular Azole C−H Bond Amination Using Catalytic Amount of I 2 : A Route to 1,2,3‐Triazolo[1,5‐ a ]quinazolin‐5(4 H )‐ones
Author(s) -
Du Weigen,
Huang Hongtai,
Xiao Tiebo,
Jiang Yubo
Publication year - 2020
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.202000917
Subject(s) - chemistry , amination , intramolecular force , azole , combinatorial chemistry , catalysis , functional group , substrate (aquarium) , stereochemistry , medicinal chemistry , organic chemistry , antifungal , medicine , polymer , oceanography , dermatology , geology
A metal‐free, visible‐light promoted intramolecular azole C−H bond amination for the rapid and efficient synthesis of pharmaceutical important 1,2,3‐triazolo[1,5‐ a ]quinazolin‐5(4 H )‐ones has been developed. Employing 2‐(1,2,3‐triazol‐1‐yl)benzamides as the easily available precursors and catalytic amount of I 2 as an initiator, the desired product were isolated in moderate to excellent yiels with a broad substrate scope and good functional group tolerance. Furthermore, this protocol features mild conditions, operational simplicity, and easy scale‐up. Preliminary mechanistic studies suggested that a radical pathway might be involved during the reaction.
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