1134193-47-7Relevant articles and documents
Palladium-catalyzed, microwave-assisted synthesis of 3,4-dihydro-3-oxo-2 H -1,4-benzoxazines: An improved catalytic system and multicomponent process
Feng, Gaofeng,Wang, Shengnan,Li, Weiting,Chen, Fengjiang,Qi, Chenze
, p. 2711 - 2718 (2013/10/21)
An improved palladium-catalyzed system is established for the synthesis of 3,4-dihydro-3-oxo-2H-1,4-benzoxazines from less reactive ethyl 2-(2-chlorophenoxy)alkanoates and aryl amines under controlled microwave heating, employing 2-dicyclohexylphosphino-2′,4′,6′- triisopropylbiphenyl (XPhos) as the ligand. Moreover, a high-yielding, three-component reaction protocol is disclosed for the efficient one-pot synthesis of 3,4-dihydro-3-oxo-2H-1,4-benzoxazines from 2-halophenols, ethyl 2-bromoalkanoates, and aryl amines. Microwave heating at high temperature is necessary to achieve high yields with 2-chlorophenol. A wide range of substrates is tolerated affording the desired products in good to excellent yields.
Copper(I)-catalyzed one-pot synthesis of 2H-1,4-benzoxazin-3-(4H)-ones from o-halophenols and 2-chloroacetamides
Feng, Enguang,Huang, He,Zhou, Yu,Ye, Deju,Jiang, Hualiang,Liu, Hong
supporting information; experimental part, p. 2846 - 2849 (2009/08/15)
We developed an efficient and convenient method for preparing N-substituted 2H-1,4-benzoxazin-3-(4H)-ones from 2-halophenols via a nueleophilic substitution with 2-chlo-roacetamides followed by a Cul-catalyzed coupling cyclization. A broad spectrum of substrates can be effectively employed to afford the desired products in good yields. Since this method involves simple reaction conditions, a short reaction time, and a broad substrate scope, it is particularly attractive for the efficient preparation of biologically and medicinally interesting molecules.
