pNapuercleophilic Addition of Lewis Acid Complexed α-Amino Carbanions to Arynes: Synthesis of 1-Aryl-N-methyl-1,2,3,4-tetrahydroisoquinolines

被引:7
作者
Singh, Kamal Nain [1 ]
Singh, Paramjit
Sharma, Esha
Deol, Yadwinder Singh
机构
[1] Panjab Univ, Dept Chem, Chandigarh 160014, India
来源
SYNTHESIS-STUTTGART | 2014年 / 46卷 / 13期
关键词
arylation; arynes; tetrahydroisoquinolines; cryptostyline alkaloids; Lewis acid complexation; CATALYZED DIRECT ARYLATION; ONE-POT SYNTHESIS; C-H; ASYMMETRIC-SYNTHESIS; 1-ARYL-TETRAHYDROISOQUINOLINE ANALOGS; STEREOSELECTIVE-SYNTHESIS; NUCLEOPHILIC-ADDITION; CRYPTOSTYLINE-II; TERTIARY-AMINES; ARYL HALIDES;
D O I
10.1055/s-0033-1341239
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The direct C-1 arylation of N-methyl-1,2,3,4-tetrahydroisoquinolines via coupling of alpha-amino carbanions derived from Lewis acid complexed tetrahydroisoquinolines and in situ generated arynes is described. This process provides an easy access to the title compounds and a new synthetic route to (+/-)-cryptostyline alkaloids.
引用
收藏
页码:1739 / 1750
页数:12
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