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Updated: Sep 13, 2025
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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Selective Synthesis of Methyl-Substituted and Methyl-Free N-Heterocycles via Modulation of O2 Concentration
Chengcheng Ding1, Xiaoyang Gao1, Yimo Zhao1
1Key Laboratory of Special Functional Aggregated Materials, Ministry of Education, School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, P. R. China.
Abstract:
Herein, we present a method for the selective synthesis of methyl-substituted and methyl-free N-heterocyclic compounds by adjusting the O2 concentration. This selectivity is achieved by directing the carbon synthons to act as either C1 or C2 synthons in the reaction. The process does not require any additional solvents, and ethers are compatible with this conversion. Detailed control experiments were conducted to elucidate the reason for this selective conversion, and a possible reaction mechanism is proposed. The application value of the method is demonstrated through the functionalization of the products into biologically active compounds and gram-scale experiments.
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