文献类型：期刊文献

英文题名：Palladium-Catalyzed, Microwave-Assisted Synthesis of 3,4-Dihydro-3-oxo-2H-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]Shaoxing Univ, Zhejiang Key Lab Alternat Technol Fine Chem Proc, Shaoxing 312000, Peoples R China

年份：2013

卷号：45

期号：19

起止页码：2711

外文期刊名：SYNTHESIS-STUTTGART

收录：SCI-EXPANDED(收录号：WOS:000325146200012)、、WOS、CCR-EXPANDED(收录号：WOS:000325146200012)

基金：Financial support from Shaoxing University and the Science Technology Bureau of Shaoxing (2012B70020) is acknowledged. We also thank the Education Department of Zhejiang province for support (Y201225961).

语种：英文

外文关键词：multicomponent reactions; microwave irradiation; palladium-catalyzed; 3; 4-dihydro-3-oxo-2H-1; 4-benzoxazines; cascade process

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.