摘要
富电子、大位阻MOP型烷基膦配体2-二叔丁基膦-2'-异丙氧基-1,1'-联萘(L1)在钯催化的1,3-二羰基化合物的α-芳基化反应中显示了较好的催化活性.在这类催化反应中,碱的选择具有重要的影响:以K3PO4为碱,Pd(OAc)2/L1催化体系在丙二酸二乙酯的α-芳基化中,富电子溴代芳烃显示较好的活性;Pd(OAc)2/L1催化的乙酰乙酸乙酯α-芳基化时,以K2CO3为碱,催化体系显示较好的活性,这个催化体系可控制反应得到α-芳基乙酰乙酸乙酯,而不是脱乙酰基的产物.较为惰性的氯代芳烃在Pd(OAc)2/L1的催化下,也能够跟1,3-二羰基化合物发生α-芳基化反应.
Bulky and electron-rich MOP-type phosphine ligand 2-ditertbutylphosphino-2＇-isopropyloxy- 1,1＇-binaphthyl （L1） shows good catalytic activity in palladium-catalyzed α-arylation of 1,3-dicarbonyl compounds. Base played a crucial role in this reaction： in the Pd（OAc）2/L1 catalyzed α-arylation of ethyl malonate, K3PO4 is the base of choice; in the a-arylation of ethyl acetoacetate, K2CO3 is the most effective base. For the α-arylation of ethyl acetoacetate, the product was a-aryl ethyl acetoacetates, rather than ethyl α-arylacetates which are the major products in other catalytic systems.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2008年第8期1410-1415,共6页
Chinese Journal of Organic Chemistry
基金
国家自然科学基金(No.20702030)
上海市科委明星跟踪计划(No.06QH14008)资助项目
关键词
钯催化
α-芳基化
卤代芳烃
膦配体
palladium-catalysis
α-arylation
aryl halide
phosphine
