An Iron-Catalyzed Sustainable Functional Group Transfer Strategy for In-Water Transformation of Organic Sulfides to Sulfoxides by a Hydroxylamine Derived Oxidant.

IF 7.5 2区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY ChemSusChem Pub Date : 2025-03-16 DOI:10.1002/cssc.202500032
Sayanti Chatterjee, Arya Singh, Yashdeep Maurya, Akhilesh Sharma, V S Swetha, Mehar Ul Nisa, Vishal Kumar, Puneet Gupta, Kartikay Tyagi
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Abstract

An unprecedented strategy for unlocking a new and efficient  functional group transfer protocol has been demonstrated to synthesize a variety of complex organic sulfoxides chemoselectively, starting from organic sulfides. The strategy of this new functional group transfer protocol is based on harnessing the potential of metalloradical-assisted intermolecular functional group transposition or 'InterGroupXfer' to replace highly sensitive and reactive high valent metal intermediates, [M=X] (X = O, NH).This sustainable functional group transfer strategy employs earth abundant iron catalyst and bench-stable and convenient-to-handle hydroxyl amine derived surrogate, operates under mild conditions in water or even under solvent free condition, exhibits broad functional group tolerance, as well as versatility of reaction scale  and proceeds without the use of any precious metal catalyst or additional oxidant. A comprehensive electronic and mechanistic investigation, supported by DFT calculations, has been conducted to elucidate the reaction mechanism. The utility of the developed methodology as well as studies of biological activity foster future pathways for exploring uncharted chemical space. The reported work with exceptional synthetic flexibility and operational simplicity aligns well with the prospect of green and sustainable chemistry and is expected to unlock new avenue in the emerging research area of catalytic functional group transfer reactivity.

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来源期刊
ChemSusChem
ChemSusChem 化学-化学综合
CiteScore
15.80
自引率
4.80%
发文量
555
审稿时长
1.8 months
期刊介绍: ChemSusChem Impact Factor (2016): 7.226 Scope: Interdisciplinary journal Focuses on research at the interface of chemistry and sustainability Features the best research on sustainability and energy Areas Covered: Chemistry Materials Science Chemical Engineering Biotechnology
期刊最新文献
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