Suppr超能文献

通过铑(III)催化的α-氟代烯基化以及2-芳基喹唑啉酮和二氟苯乙烯的连续环化反应实现串联C-C/C-N键的形成

Tandem C-C/C-N Bond Formation via Rh(III)-Catalyzed α-Fluoroalkenylation and Sequential Annulation of 2-Arylquinazolinones and -Difluorostyrenes.

作者信息

Pang Binghan, Wang Yangyang, Hao Liqiang, Wu Gaorong, Ma Zhihong, Ji Yafei

机构信息

Engineering Research Centre of Pharmaceutical Process Chemistry, Ministry of Education, School of Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, P. R. China.

Biotalk Co., LTD, Shanghai 200092, China.

出版信息

J Org Chem. 2023 Jan 6;88(1):143-153. doi: 10.1021/acs.joc.2c02006. Epub 2022 Dec 23.

Abstract

An efficient method of Rh(III)-catalyzed coupling reaction between 2-arylquinazolinones and -difluorostyrenes has been developed. In this work, two diverse structures of monofluoroalkenes and isoindolo[1,2-]quinazolin-10(12)-one derivatives were respectively synthesized by controlling the amount of additives (Ca(OH) and AgNTf) to achieve controlled stepwise breaking of the C-F bonds of -difluorostyrenes. This reaction has the characteristics of a wide range of substrates and good functional group tolerance. Meanwhile, several control experiments were conducted and a plausible mechanism was proposed.

摘要

已开发出一种铑(III)催化的2-芳基喹唑啉酮与二氟苯乙烯之间的偶联反应的有效方法。在这项工作中,通过控制添加剂(Ca(OH) 和AgNTf)的量,分别合成了两种不同结构的单氟烯烃和异吲哚并[1,2-a]喹唑啉-10(12)-酮衍生物,以实现二氟苯乙烯C-F键的可控逐步断裂。该反应具有底物范围广和官能团耐受性好的特点。同时,进行了几项对照实验并提出了一个合理的机理。

相似文献

3
Rhodium(iii)-catalyzed regio- and stereoselective benzylic α-fluoroalkenylation with gem-difluorostyrenes.
Chem Commun (Camb). 2017 Sep 14;53(74):10326-10329. doi: 10.1039/c7cc06048c.
8
Ruthenium(II)-Catalyzed C-C/C-N Coupling of 2-Arylquinazolinones with Vinylene Carbonate: Access to Fused Quinazolinones.
Org Lett. 2021 Feb 5;23(3):995-999. doi: 10.1021/acs.orglett.0c04200. Epub 2021 Jan 27.

文献AI研究员

20分钟写一篇综述,助力文献阅读效率提升50倍。

立即体验

用中文搜PubMed

大模型驱动的PubMed中文搜索引擎

马上搜索

文档翻译

学术文献翻译模型,支持多种主流文档格式。

立即体验