Synthesis ( IF 2.2 ) Pub Date : 2018-11-14 , DOI: 10.1055/s-0037-1610999 Harshadas Meshram 1 , Ravindra Kumbhare 2 , Prashishkumar Shirsat 1, 3 , Navnath Khomane 1, 3 , Sneha Meshram 1, 3 , Balasubramanian Sridhar 4
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Abstract
A novel, one-pot reaction for the synthesis of 3,4-dihydroisoquinolin-2(1H)-one derivatives is developed via a base-mediated three-component reaction of ninhydrin, aniline and acetylenic esters. This diastereoselective reaction takes place in methanol at 70 °C under transition-metal-free conditions, and direct construction of the C–N and C–C bonds is readily achieved via tandem cyclization. These cyclic frameworks are resourceful small molecular keys to many natural products.
A novel, one-pot reaction for the synthesis of 3,4-dihydroisoquinolin-2(1H)-one derivatives is developed via a base-mediated three-component reaction of ninhydrin, aniline and acetylenic esters. This diastereoselective reaction takes place in methanol at 70 °C under transition-metal-free conditions, and direct construction of the C–N and C–C bonds is readily achieved via tandem cyclization. These cyclic frameworks are resourceful small molecular keys to many natural products.
中文翻译：
碱催化串联环化：对3,4-二氢异喹啉-2（1H）-一个核的非对映选择性访问
摘要
通过茚三酮，苯胺和炔属酯的碱介导的三组分反应，开发了一种新颖的一锅法合成3,4-二氢异喹啉-2（1 H）-one衍生物。这种非对映选择性反应在无过渡金属条件下于70°C的甲醇中进行，可通过串联环化轻松实现C–N和C–C键的直接构建。这些循环框架是许多天然产物的资源丰富的小分子钥匙。
通过茚三酮，苯胺和炔属酯的碱介导的三组分反应，开发了一种新颖的一锅法合成3,4-二氢异喹啉-2（1 H）-one衍生物。这种非对映选择性反应在无过渡金属条件下于70°C的甲醇中进行，可通过串联环化轻松实现C–N和C–C键的直接构建。这些循环框架是许多天然产物的资源丰富的小分子钥匙。
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