Rh(III)-Catalyzed Atroposelective C-H Cyanation of 1-Aryl benzo[h]isoquinolines.

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-07-24 DOI:10.1021/acs.orglett.5c02286

Dong-Song Zheng,Bo-Bo Gou,Fangnuo Zhao,Qing Gu,Shu-Li You

引用次数: 0

Abstract

The atroposelective C-H cyanation of 1-aryl isoquinolines using rhodium(III) catalysis was realized. In the presence of a chiral binaphthyl "O"-linked Cp rhodium (BOCpRh) complex, highly atroposelective C-H cyanation of 1-aryl isoquinolines with N-cyano-N-phenyl-p-toluenesulfonamide proceeded smoothly to afford a wide range of axially chiral 1-aryl isoquinoline nitriles in up to 94% yield and 91% ee. This method provides a facile access to axially chiral nitriles under mild conditions. The transformations of the products and preliminary mechanistic studies have been carried out.

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Rh（III）催化1-芳基苯并[h]异喹啉的atroopselective C-H氰化反应。

在铑（III）催化下，实现了1-芳基异喹啉的C-H氰化反应。在手性二萘基“O”-连接的Cp铑（BOCpRh）配合物存在下，1-芳基异喹啉与n -氰基- n -苯基-对甲苯磺酰胺的高空降选择性C-H氰化反应顺利进行，以高达94%的收率和91%的ee获得了广泛的轴向手性1-芳基异喹啉腈。该方法在温和的条件下易于获得轴手性腈。对产物进行了转化，并进行了初步的机理研究。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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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.