標題: Base Controlled Three-Component Regioselective Synthesis of 2-Imino Thiazolines and 2-Thioxoimidazolin-4-ones
作者: Barve, Indrajeet J.
Chang, Wong-Jin
Lin, Yen-Tzu
Thikekar, Tushar Ulhas
Sun, Chung-Ming
應用化學系
Department of Applied Chemistry
關鍵字: 2-imino thiazoline;multicomponent reaction;regioselective synthesis;single reactant replacement;2-thioxoimidazolin-4-one
公開日期: 1-Apr-2019
摘要: Base-controlled regioselective synthesis of 2-imino thiazolines and 2-thioxoimidazolin-4-ones was achieved to use a one-pot reaction between chiral amino esters, isothiocyanates, and alpha-bromoketones/alkyl halides. This three-component coupling reaction in acetonitrile provides 2-imino thiazolines, whereas the formation of 2-thioxoimidazolin-4-ones was observed under basic conditions at ambient temperature. The corresponding products were obtained in good to excellent yield with broad substrate scope. Isolation of thiourea and thiohydantoin intermediates disclosed the course of the reaction mechanism.
URI: http://dx.doi.org/10.1021/acscombsci.8b00152
http://hdl.handle.net/11536/151702
ISSN: 2156-8952
DOI: 10.1021/acscombsci.8b00152
期刊: ACS COMBINATORIAL SCIENCE
Volume: 21
Issue: 4
起始頁: 269
結束頁: 275
Appears in Collections:Articles