Thione-Directed C–H Amidation of Chromone Analogues with Dioxazolones under Rh(III) Catalysis

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-10-16 DOI:10.1021/acs.orglett.4c03646

Jeonghyun Min, Keunju Park, Kyeongwon Moon, Hyung Sik Kim, Pargat Singh, In Su Kim

引用次数: 0

Abstract

Sulfur-containing organic molecules are recognized as promising candidates for catalytic C–H functionalization and medicinal chemistry owing to the exceptional ability of the sulfur atom to bind to transition metals and target enzymes. In this study, we report the Rh(III)-catalyzed thione-directed C–H amidation of various thiochromone analogues derived from flavones, isoflavones, and xanthones. Post-transformations of C5-amidated thiochromone products were investigated, and a series of mechanistic studies were performed.

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在 Rh(III) 催化下铬酮类似物与二恶唑酮的硫酮导向 C-H 酰胺化反应

由于硫原子具有与过渡金属和目标酶结合的特殊能力，含硫有机分子被认为是催化 C-H 功能化和药物化学的理想候选分子。在本研究中，我们报告了 Rh(III) 催化硫酮定向 C-H 酰胺化由黄酮、异黄酮和黄酮衍生的各种硫代色素类似物。研究了 C5-酰胺化硫铬酮产物的后转化过程，并进行了一系列机理研究。

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.