Photocatalyzed sulfoximination/amidation of (Het)arylethenes tethered N-tosyl amide: a versatile entry to sulfoximidoyl β- and γ-lactams†

Chengtan Li , Yuming Yang , Xiaolan Zheng , Cairong Zhang , Hui Cai , Weilong Lin
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Abstract

Lactam and sulfoximine motifs are common in natural and biologically active molecules, and alkenes are important building blocks in synthetic chemistry. Through photoredox-mediated formation of cation intermediates, we have developed a highly versatile method for preparing various sulfoximidoyl lactams via C–N bond formation between CC and amide motifs. Mild reaction conditions, broad functional group tolerance and excellent trans-selectivity of this method would make it a general and efficient approach towards novel compounds containing valuable sulfoximine and lactam motifs for possible therapeutic use.

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光催化(Het)芳香族系链 N-对甲基苯磺酰酰胺的氧化硫/酰胺化作用:硫代亚氨酰 β- 和 γ-内酰胺的多功能途径
内酰胺和亚磺酰亚胺基团在天然和生物活性分子中很常见,而烯是合成化学中的重要构件。通过光氧化介导的阳离子中间体的形成,我们开发了一种通过 C=C 和酰胺基团之间的 C-N 键形成制备各种亚磺酰亚胺内酰胺的多功能方法。该方法反应条件温和,对官能团具有广泛的耐受性和出色的反向选择性,因此是一种通用而高效的方法,可用于制备同时含有有价值的亚磺酰亚胺和内酰胺基团的新型类似物,并可能用于治疗。
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