4.5 Article

Green Approach for N-H Functionalization of Sulfoximines: An Access to Sulfoximinated-Oxime Conjugates

期刊

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
卷 2022, 期 48, 页码 -

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202201375

关键词

chloro-oximes; green approach; metal-free; sulfoximinated-oxime conjugates; sulfoximines

资金

  1. CSIR [CSIR-IIIM/IPR/00484]

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A metal-free and green approach has been developed for the N-H functionalization of sulfoximines under mild reaction conditions. This method offers a simple and efficient way to obtain sulfoximinated-oxime conjugates without the need for expensive ligands or bases. The protocol is applicable to a wide range of substrates and can tolerate various functional groups, resulting in good to excellent yields.
A simple, metal-free, and green approach has been established for N-H functionalization of sulfoximines under mild reaction conditions to offer sulfoximinated-oxime conjugates. The reaction works well in EtOH at room temperature and proceeds smoothly without using any base or expensive ligands. This protocol has been applied on various aryl-, heteroaryl- sulfoximines as well as on variety of chloro-oximes. Both the substrates tolerated a wide range of functional groups, resulting in good to excellent yields. It can serve as a directing group in organic synthesis, as a precursor or building block, demonstrating the product's applicability and importance in the field. The applications of the protocol have been demonstrated in the sulfoximination of some natural products. This strategy could be useful in drug discovery or medicinal chemistry for fine-tuning the physicochemical properties of natural product scaffolds or lead candidates.

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