文献类型：期刊文献

英文题名：Palladium-catalyzed, microwave-assisted synthesis of 3,4-dihydro-3-oxo-2 H -1,4-benzoxazines: An improved catalytic system and multicomponent process

作者：Feng, Gaofeng[1]; Wang, Shengnan[1]; Li, Weiting[1]; Chen, Fengjiang[1]; Qi, Chenze[1]

机构：[1] Zhejiang Key Laboratory of Alternative Technologies for Fine Chemicals Process, Shaoxing University, Shaoxing 312000, China

年份：2013

卷号：45

期号：19

起止页码：2711

外文期刊名：Synthesis (Germany)

收录：EI(收录号：20134116838335)、Scopus(收录号：2-s2.0-84885023540)

语种：英文

外文关键词：Chelation - Amines - Microwave heating - Catalysis - Palladium

外文摘要：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.