2-(Aminomethyl)-3-arylindoles from 3-(o-Trifluoroacetamidoaryl)-1-propargylic Alcohols, Aryl Halides, and Amines: A Domino Palladium-Catalyzed Three-Component Approach

Cacchi Sandro; Fabrizi Giancarlo; Goggiamani Antonella; Iazzetti Antonia; Verdiglione Rosanna

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2-(Aminomethyl)-3-arylindoles from 3-(o-Trifluoroacetamidoaryl)-1-propargylic Alcohols, Aryl Halides, and Amines: A Domino Palladium-Catalyzed Three-Component Approach

机译：2-（氨基甲基）-3-芳基吲哚来自3-（O-三氟甲酰氨基甲酰甲酰基）-1-炔丙醇，芳基和胺：多米诺菌钯催化的三组分方法

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摘要

A simple, straightforward palladium-catalyzed approach to 2-(aminomethyl)-3-arylindoles from 3-(o-trifluoroacetamidoaryl)-1-propargylic alcohols, amines, and aryl iodides has been developed.

机译：已经开发出一种简单，直的钯催化的2-（氨基甲基）-3-芳基吲哚的方法，来自3-（o-三氟乙酰氨基甲酰甲酰基）-1-丙基醇，胺和芳基碘化物。

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来源
《Synthesis: International Journal of Methods in Synthetic Organic Chemistry》 |2017年第18期|共10页
作者
Cacchi Sandro; Fabrizi Giancarlo; Goggiamani Antonella; Iazzetti Antonia; Verdiglione Rosanna;
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作者单位

Univ Roma La Sapienza Dipartimento Chim &

Tecnol Farmaco Ple A Moro 5 I-00185 Rome Italy;

Univ Roma La Sapienza Dipartimento Chim &

Tecnol Farmaco Ple A Moro 5 I-00185 Rome Italy;

Univ Roma La Sapienza Dipartimento Chim &

Tecnol Farmaco Ple A Moro 5 I-00185 Rome Italy;

Univ Roma La Sapienza Dipartimento Chim &

Tecnol Farmaco Ple A Moro 5 I-00185 Rome Italy;

Univ Roma La Sapienza Dipartimento Chim &

Tecnol Farmaco Ple A Moro 5 I-00185 Rome Italy;

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原文格式 PDF
正文语种 eng
中图分类化学;
关键词
2-(aminomethyl)indoles; palladium; domino reaction; multicomponent reaction; cyclization; 3-(o-trifluoroacetamidoaryl)-1-propargylic alcohols;

机译：2-（氨基甲基）吲哚;钯;多米诺反应;多组分反应;环化;3-（O-三氟乙酰氨基甲酰芳基）-1-丙基醇;

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专利

1. 2-(Aminomethyl)-3-arylindoles from 3-(o-Trifluoroacetamidoaryl)-1-propargylic Alcohols, Aryl Halides, and Amines: A Domino Palladium-Catalyzed Three-Component Approach [J] . Cacchi Sandro, Fabrizi Giancarlo, Goggiamani Antonella, Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 2017,第18期

机译：2-（氨基甲基）-3-芳基吲哚来自3-（O-三氟甲酰氨基甲酰甲酰基）-1-炔丙醇，芳基和胺：多米诺菌钯催化的三组分方法
2. Palladium-Catalyzed Synthesis of 2-(Aminomethyl)indoles from 3-(o-Trifluoroacetamidoaryl)-1-propargylic Alcohols and Amines [J] . Sandro Cacchi, Giancarlo Fabrizi, Antonella Goggiamani, The Journal of Organic Chemistry . 2014,第1期

机译：钯 - 催化合成3-（o-三氟甲酰氨基甲酰甲基氨基甲基）-1-丙基醇和胺的2-（氨基甲基）吲哚
3. Synthesis of Free NH 2-(Aminomethyl)indoles through Copper-Catalyzed Reaction of 3-(ortho-Trifluoroacetamidophenyl)-1-propargylic Alcohols with Amines and Palladium/Copper-Cocatalyzed Domino Three-Component Sonogashira Cross-Coupling/Cyclization/Substitution Reactions [J] . Cacchi Sandro, Fabrizi Giancarlo, Iazzetti Antonia, Advanced synthesis & catalysis . 2015,第5期

机译：3-（邻三氟乙酰氨基苯基）-1-丙醇与胺和钯/铜共催化的多米诺三组分Sonogashira交叉偶联/环化/取代反应的铜催化反应合成游离的NH 2-（氨基甲基）吲哚
4. palladium-catalyzed Stereo- and Regiospecific Allylation of Aryl Halides with Homoallyl Alcohols via Retro-allylation [C] . Savuri Havashi, Masayuki Iwasaki, Koji Hirano Symposium on Organometallic Chemistry . 2006

机译：通过复古烯丙基化钯催化芳基卤化物的立体声和芳基卤化物的芳基和细胞酰胺
5. Mechanism of the palladium-catalyzed amination of aryl halides: Kinetic studies of the oxidative addition of aryl halides and sulfonates to phosphine complexes of Pd(0) and of the catalytic reaction of amines with aryl halides and base. [D] . Alcazar-Roman, Luis Manuel. 2001

机译：钯催化芳基卤化物胺化的机理：动力学研究氧化芳基卤化物和磺酸盐到Pd（0）的膦配合物中，以及胺与芳基卤化物和碱的催化反应。
6. Three-component reaction between isatoic anhydride amine and methyl-substituted furylacrylaldehydes: crystal structures of 3-benzyl-2-(E)-2-(5-methylfuran-2-yl)vinyl-23-dihydroquinazolin-4(1H)-one 3-benzyl-2-(E)-2-(furan-2-yl)-1-methylvinyl-23-dihydroquinazolin-4(1H)-one and 3-(furan-2-ylmethyl)-2-(E)-2-(furan-2-yl)-1-methylvinyl-23-dihydroquinazolin-4(1H)-one [O] . Vladimir P. Zaytsev, Elena A. Sorokina, Elisaveta A. Kvyatkovskaya, 2018

机译：isatoic酐胺和甲基取代的呋喃基丙烯醛之间的三组分反应：3-苄基-2-（E）-2-（5-甲基呋喃-2-基）乙烯基 -23-二氢喹唑啉-4的晶体结构（1H）-一3-苄基-2-（E）-2-（呋喃-2-基）-1-甲基乙烯基 -23-二氢喹唑啉-4（1H）-一和3-（呋喃- 2-基甲基）-2-（（E）-2-（呋喃-2-基）-1-甲基乙烯基 -23-二氢喹唑啉-4（1H）-one
7. Highly Efficient Route to o-Allylbiaryls via Palladium-Catalyzed Three-Component Coupling of Benzynes, Allylic Halides, and Aryl Organometallic Reagents [O] . -1

机译：通过钯 - 催化的苯突，烯丙基卤化物和芳基有机金属试剂的钯 - 催化的三组分偶联高效途径

2-(Aminomethyl)-3-arylindoles from 3-(o-Trifluoroacetamidoaryl)-1-propargylic Alcohols, Aryl Halides, and Amines: A Domino Palladium-Catalyzed Three-Component Approach

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