Triflic anhydride mediated synthesis of 3,4-dihydroquinazolines: a three-component one-pot tandem procedure

Triflic anhydride mediated synthesis of 3,4-dihydroquinazolines: a three-component one-pot tandem procedure

A one-pot three-component tandem reaction involving a key Pictet-Spengler-like annulation step has been developed, providing an efficient method for the synthesis of 3,4-dihydroquinazolines in moderate to good yields from amides, aldehydes, and amines. The multicomponent triflic anhydride mediated r...

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Bibliographic Details
Published in:Organic & biomolecular chemistry Vol. 17; no. 34; p. 7995
Main Authors: Magyar, Christina L, Wall, Tyler J, Davies, Steven B, Campbell, Molly V, Barna, Haven A, Smith, Sydney R, Savich, Christopher J, Mosey, R Adam
Format: Journal Article
Language:English
Published: England 28-08-2019
Subjects:
Aldehydes - chemistry
Amides - chemistry
Amines - chemistry
Cyclization
Furans - chemistry
Quinazolines - chemical synthesis
Sulfonamides - chemistry
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Summary:A one-pot three-component tandem reaction involving a key Pictet-Spengler-like annulation step has been developed, providing an efficient method for the synthesis of 3,4-dihydroquinazolines in moderate to good yields from amides, aldehydes, and amines. The multicomponent triflic anhydride mediated reaction tolerates the installation of numerous functional groups, affording extensive diversity about the heterocyclic scaffold.
ISSN:1477-0539
DOI:10.1039/c9ob01596e