Base-Assisted Intramolecular C–N Coupling Reaction from NH2-Bound Cyclopalladated l-Phenylalanine to Indoline-2-carboxylic Acid,Organometallics

当前位置： X-MOL 学术 › Organometallics › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Base-Assisted Intramolecular C–N Coupling Reaction from NH2-Bound Cyclopalladated l-Phenylalanine to Indoline-2-carboxylic Acid
Organometallics ( IF 2.5 ) Pub Date : 2020-02-27 , DOI: 10.1021/acs.organomet.0c00030
Aurélien Jacquin-Labarre ₁ , Sébastien Coufourier ₁ , Rodolphe Tamion ₂ , Alexandra Le Foll ₁ , Vincent Levacher ₁ , Carlos Afonso ₁ , Vincent Gandon _{3,

4} , Guillaume Journot ₂ , Jean-François Brière ₁ , Christophe Hoarau ₁

Affiliation

The deprotonative intramolecular-amination reaction of phenylalanine-derived palladacycles has been investigated to highlight a facile carbonate-assisted N–H activation before the C–N bond formation. A major counterion effect led to divergent pathways whereby the SPhos-Pd complexes with iodine, triflate, or trifluoroacetate anions were key intermediates to afford access to (S)-2-indolinecarboxylic acid derivatives.

中文翻译：

NH ₂键合的环钯缩合的1-苯丙氨酸与碱辅助的分子内C–N偶联反应成吲哚-2-羧酸

对苯丙氨酸衍生的palladacycles的去质子化分子内胺化反应进行了研究，以突出在碳氮键形成之前碳酸盐辅助的NH活化的简便性。一个主要的抗衡离子效应导致了不同的途径，其中SPhos-Pd与碘，三氟甲磺酸根或三氟乙酸根阴离子的络合物是获得（S）-2-二氢吲哚羧酸衍生物的关键中间体。

更新日期：2020-02-27

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11