Palladium-Catalyzed Benzylic C-H Arylation of Azaarylmethylamines

被引:30
作者
Kim, Byeong-Seon [1 ]
Jimenez, Jacqueline [1 ,2 ]
Gao, Feng [1 ,3 ]
Wash, Patrick J. [1 ]
机构
[1] Univ Penn, Dept Chem, Philadelphia, PA 19104 USA
[2] Benemerita Univ Autonoma Puebla, Fac Ciencias Quim, Puebla 72570, Mexico
[3] Sichuan Agr Univ, Dept Med Plants, Agron Coll, Chengdu 611130, Peoples R China
关键词
DIRECT ALPHA-ARYLATION; SITE-SELECTIVE SP(2); REGIOSELECTIVE ARYLATION; C(SP(3))-H ARYLATION; CROSS-COUPLINGS; ARYL HALIDES; PYRIDINES; POTENT; BOND; DERIVATIVES;
D O I
10.1021/acs.orglett.5b02898
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A direct C-H functionalization approach to produce aryl(azaaryl)methylamines from azaarylmethylamines without directing groups is described. Under conditions where the azaarylmethylamines' C-H is reversibly deprotonated, a Pd(OAc)(2)/NIXANTPHOS-based catalyst couples the resulting carbanions with various aryl halides to provide aryl-(azaaryl)methylamines This umpolung strategy directly provides tertiary amines without protecting or activating groups.
引用
收藏
页码:5788 / 5791
页数:4
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