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通过亚硝酸钠/盐酸对环烷酮进行选择性碳-碳键断裂

Selective C-C Bond Cleavage of Cycloalkanones by NaNO/HCl.

作者信息

He Tianyu, Chen Dengfeng, Qian Shencheng, Zheng Yu, Huang Shenlin

机构信息

Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, International Innovation Center for Forest Chemicals and Materials, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, People's Republic of China.

出版信息

Org Lett. 2021 Aug 20;23(16):6525-6529. doi: 10.1021/acs.orglett.1c02327. Epub 2021 Aug 11.

DOI:10.1021/acs.orglett.1c02327
PMID:34378944
Abstract

A novel selective fragmentation of cycloalkanones by NaNO/HCl has been established. The C-C bond cleavage reaction proceeds smoothly under mild conditions, selectively affording versatile keto acids or oxime acids. The methodology can streamline the synthesis of valuable chiral molecules and isocoumarins from readily available feedstocks.

摘要

已建立了一种通过亚硝酸钠/盐酸对环烷酮进行新型选择性裂解的方法。碳-碳键裂解反应在温和条件下顺利进行,可选择性地生成多种酮酸或肟酸。该方法能够简化从易得原料合成有价值的手性分子和异香豆素的过程。

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