Unexpected Annulation between 2-Aminobenzyl Alcohols and Benzaldehydes in the Presence of DMSO: Regioselective Synthesis of Substituted Quinolines
Tonglin Yang, Zhi-wen Nie, Miao-dong Su, Hui Li, Wei-ping Luo, Qiang Liu* and Can-Cheng Guo*
*College of Chemistry and Chemical Engineering, Advanced Catalytic
Engineering Research Center, Hunan University, Changsha 410082, China,
Email: fqiangliu
qq.com, ccguohnu.edu.cn
T. Yang, Z.-w. Nie, M.-d. Su, H. Li, W.-p. Luo, Q. Liu, C.-C. Guo, J. Org. Chem., 2021, 86, 15232-15241.
Abstract
An annulation between 2-aminobenzyl alcohols, benzaldehydes, and DMSO provides quinolines. Interestingly, introducing substituent groups to the α-position of sulfoxides resulted in the interchange of the positions between benzaldehydes and sulfoxides in the product quinolines.
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proposed mechanism
Key Words
quinolines, oxygen, multicomponent reactions
ID: J42-Y2021
