Organic Electrosynthesis: A Promising Green Tool in Solving Key Steps for the Total Synthesis of Complex Natural Products

IF 1.1 Q3 CHEMISTRY, MULTIDISCIPLINARY Current Green Chemistry Pub Date : 2023-12-20 DOI:10.2174/0122133461270888231128050236
Ayan Bandyopadhyay, Rajib Sarkar
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Abstract

Electro-organic synthesis, an atom-efficient, sustainable, mild process, permits an ecofriendly and elegant green path to synthesize structurally complex, still valuable molecules, avoiding the use of conventional harsh oxidizing and reducing agents and long-route reaction protocols. Being one of the oldest forms of reaction setups in a laboratory, it deals with fundamental redox chemistry through the direct application of electrical potential. Here flow of electrons acts as an oxidizing agent at the anode at the same time reducing agent at the cathode, depending upon the requirement of the reaction. Simultaneously, it minimizes the generation of reagent waste during the reaction. However, electrifying organic synthesis plays more than preventing the waste footprint. This technology provides an alternative roadmap through nonclassical bond disconnections to access desired target molecules by cutting down a number of steps with the formation of apparently looking difficult bonds with excellent regio-, chemo-and stereoselectivity. Hence, it emerges as an alternative and attractive technique for the contemporary synthetic communities. Consequently, in recent years, multiple milestones have been achieved in the electro-organic synthesis of fascinating natural products through oxidative C-C bond formation, C-H/N-H functionalization, very rare oxidative N-N dimerization, RCDA dimerization, etc. Thus, synthesis of extremely complex natural products through finding new electro-synthetic route as a key methodology have become one of the alluring synthetic targets to synthetic chemists because of their versatile utilities in medicine, agriculture, food, and cosmetic industry. This review presents advances in electrochemistry in the total synthesis of 20 complex natural products reported since 2013. Enabling synthetic steps are analyzed alongside innate advantages as well as future prospects are speculated.
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有机电合成:解决复杂天然产物全合成关键步骤的前景广阔的绿色工具
电有机合成是一种原子效率高、可持续发展、温和的工艺,为合成结构复杂而又有价值的分子提供了一条环保而优雅的绿色途径,避免了使用传统的苛刻氧化剂和还原剂以及冗长的反应程序。作为实验室中最古老的反应装置之一,它通过直接施加电势来处理基本的氧化还原化学反应。根据反应的需要,电子流在阳极充当氧化剂,同时在阴极充当还原剂。同时,它还能最大限度地减少反应过程中产生的试剂废料。然而,有机合成电气化的作用不仅仅是防止废物的产生。这项技术通过非经典的键断开提供了一个替代路线图,通过形成表面上看似困难的键,以优异的区域、化学和立体选择性减少了许多步骤,从而获得所需的目标分子。因此,对于当代合成界来说,它是一种具有吸引力的替代技术。因此,近年来,通过氧化 C-C 键形成、C-H/N-H 功能化、非常罕见的氧化 N-N 二聚化、RCDA 二聚化等方法,在电有机合成迷人的天然产物方面取得了多个里程碑式的成就。因此,作为一种关键方法,通过寻找新的电合成路线合成极其复杂的天然产物已成为合成化学家的诱人合成目标之一,因为它们在医药、农业、食品和化妆品工业中具有广泛的用途。本综述介绍了 2013 年以来报道的电化学在 20 种复杂天然产物的全合成中取得的进展。文章分析了有利的合成步骤,并对其先天优势和未来前景进行了展望。
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来源期刊
Current Green Chemistry
Current Green Chemistry CHEMISTRY, MULTIDISCIPLINARY-
CiteScore
4.30
自引率
13.60%
发文量
6
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