Photodecarboxylative Radical Cascade Involving N-(Acyloxy)phthalimides for the Synthesis of Pyrazolones,Organic Letters

当前位置： X-MOL 学术 › Org. Lett. › 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.)

Photodecarboxylative Radical Cascade Involving N-(Acyloxy)phthalimides for the Synthesis of Pyrazolones
Organic Letters ( IF 4.9 ) Pub Date : 2024-04-24 , DOI: 10.1021/acs.orglett.4c01176
Satya Prakash Panda ₁ , Rupashri Dash ₁ , Sudhir Kumar Hota ₁ , Sandip Murarka ₁

Affiliation

We disclose N′-arylidene-N-acryloyltosylhydrazides as novel skeletons for the synthesis of biologically relevant alkylated pyrazolones through a photoinduced radical cascade with N-(acyloxy)pthalimides as readily available alkyl surrogates. The reaction proceeds through the formation of a photoactivated electron donor–acceptor (EDA) complex between alkyl N-(acyloxy)phthalimide (NHPI) esters and LiI/PPh₃ as a commercially available donor system. The reaction exhibits a broad scope and scalability, thereby enabling synthesis of a broad spectrum of functionally orchestrated alkylated pyrazolones under mild and transition-metal-free conditions.

中文翻译：

涉及 N-(酰氧基)邻苯二甲酰亚胺的光脱羧自由基级联用于合成吡唑啉酮

我们公开了N'-亚芳基-N-丙烯酰基甲苯磺酰肼作为新骨架，用于通过光诱导自由基级联与N- (酰氧基)邻苯二甲酰亚胺作为容易获得的烷基替代物合成生物学相关的烷基化吡唑啉酮。该反应通过在烷基N- (酰氧基)邻苯二甲酰亚胺 (NHPI) 酯和作为市售供体系统的 LiI/PPh ₃之间形成光活化电子供体-受体 (EDA) 复合物来进行。该反应表现出广泛的范围和可扩展性，从而能够在温和且无过渡金属的条件下合成多种功能协调的烷基化吡唑啉酮。

更新日期：2024-04-24

点击分享查看原文

点击收藏

阅读更多本刊新发论文本刊介绍/投稿指南