New Advances in Chemical Research in 2021.The dynamic chemical diversity of the numerous elements, ions and molecules that constitute the basis of life provides wide challenges and opportunities for research. 5535-48-8, Name is (Vinylsulfonyl)benzene, molecular formula is , belongs to benzoxazole compound. In a document, author is Greenhalgh, Mark D., SDS of cas: 5535-48-8.
An isothiourea-catalysed Michael addition-annulation process using -fluoroalkyl-substituted ,-unsaturated aryl esters and a range of 2-acylbenzazoles is reported for the enantioselective synthesis of dihydropyranone and dihydropyridinone products bearing polyfluorinated stereocenters (29 examples, up to 98% yield, >99:1 er). The choice of aryl group of the aryl ester proved essential in determining reaction enantioselectivity and dihydropyranone:dihydropyridinone product selectivity. The aryloxide leaving group is shown to play a number of essential additional roles, operating (i) as a BrOnsted base, circumventing the need for an auxiliary base; and (ii) as a Lewis base to catalyse the isomerisation of dihydropyranone products into thermodynamically-favoured dihydropyridinones. After optimisation, this isomerisation process was exploited for the selective synthesis of dihydropyridinone products using acylbenzothiazoles, and either dihydropyranone or dihydropyridinone products using acylbenzoxazoles. Finally, the phenol derivative, produced following protonation of the aryloxide, is proposed to act as a BrOnsted acid, which promotes an isothiourea-catalysed kinetic resolution of benzoxazole-derived dihydropyranones.
If you are hungry for even more, make sure to check my other article about 5535-48-8, SDS of cas: 5535-48-8.
Reference:
Benzoxazole – Wikipedia,
,Benzoxazole | C7H5NO – PubChem