Intermolecular Nucleophilic Addition of N-Diaminophosphinoyl-Protected α-Carbanions Derived from Secondary Amines to Arynes: Synthesis of 1-Aryl-1,2,3,4-tetrahydroisoquinolines

被引：6

作者：

Singh, Kamal N. ^{[1
,2
]}

Singh, Paramjit ^{[1
,2
]}

Kaur, Manjot ^{[1
,2
]}

Sharma, Esha ^{[1
,2
]}

机构：

[1] Panjab Univ, Dept Chem, Chandigarh 160014, India

[2] Panjab Univ, Ctr Adv Studies Chem, Chandigarh 160014, India

来源：

CHEMISTRYSELECT | 2017年 / 2卷 / 07期

关键词：

alpha-Amino carbanion; Arylation; 1-Aryl-1,2,3,4tetrahydroisoquinolines; Benzyne; Intermolecular nucleophilic addition; Secondary amines; PICTET-SPENGLER REACTIONS; ONE-POT SYNTHESIS; H BOND ARYLATION; IN-SITU IR; C-H; 1-SUBSTITUTED TETRAHYDROISOQUINOLINES; ASYMMETRIC-SYNTHESIS; BORONIC ACIDS; DERIVATIVES; ALKYLATION;

D O I：

10.1002/slct.201700051

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Various 1-aryl-1,2,3,4-tetrahydroisoquinolineswere synthesized by coupling a-amino carbanions, derived from N-protected secondary amines, with in situ generated arynes. Different N-protecting/ activating groups were investigated and it was found that only the N-bis(dimethylamino) phosphinoyl group is suitable to obtain the title compounds. This procedure has also been used for an efficient one-pot synthesis of the drug (+/-)FR115427.

引用

页码：2213 / 2218

页数：6

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