2-Pyridinylmethyl borrowing: base-promoted C-alkylation of (pyridin-2-yl)-methyl alcohols with ketones via cleavage of unstrained C(sp3)–C(sp3) bonds

Literature Information

Publication Date 2021-11-23
DOI 10.1039/D1QO01446C
Impact Factor 5.281
Authors

Chuan-Ming Hong, Fei-Fei Zou, Xin Zhuang, Zhen Luo, Zheng-Qiang Liu, Li-Qing Ren, Qing-Hua Li, Tang-Lin Liu


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Abstract

A transition metal-free synthesis of β-(pyridin-2-yl)-methyl ketones, using (pyridin-2-yl)methyl alcohols and ketones through the 2-pyridinylmethyl borrowing strategy, has been disclosed. This approach provides an efficient, available and environmentally benign access, leading to alkylation products with broad functional group tolerance and excellent yields. Meanwhile, the selective cleavage of unactivated C(sp3)–C(sp3) bonds of common secondary alcohols was achieved with high atom economy.

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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