Microwave-assisted fluorous synthesis of 2-aryl-substituted 4-thiazolidinone and 4-thiazinanone libraries.
A straightforward two-step protocol for the synthesis of 2-aryl-substituted 4-thiazolidinone and 4-thiazinanone libraries has been developed. The one-pot, three-component reactions of fluorous benzaldehydes with amines and mercaptoacetic acid or mecaptopropanoic acid produce the heterocyclic systems. Intermediates purified by fluorous solid-phase extraction are subject to microwave-assisted palladium-catalyzed coupling reactions to simultaneously cleave the fluorous tag and introduce the biaryl and thioaryl functional groups to the 2-position of 4-thiazolidinones and 4-thiazinanones.
Zhou
Hongyu
H
St. Jude Children's Research Hospital, Memphis, Tennessee 38105, USA.
Liu
Aifeng
A
Li
Xiaofeng
X
Ma
Xifeng
X
Feng
Wei
W
Zhang
Wei
W
Yan
Bing
B
D005461:Fluorine / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008872:Microwaves; D013056:Spectrophotometry, Ultraviolet; D013843:Thiazines / Q000737:chemistry*; D053778:Thiazolidines / Q000737:chemistry*
D013843:Thiazines; D053778:Thiazolidines; D005461:Fluorine