
Journal of Organic Chemistry p. 5141 - 5149 (2019)
Update date:2022-07-30
Topics:
Jia, Wenqiang
Xi, Qiumu
Liu, Tianqi
Yang, Minjian
Chen, Yonghui
Yin, Dali
Wang, Xiaojian
An efficient one-pot synthesis of O-heterocycles or aryl ketones has been achieved using Et3SiH in the presence of InCl3 via a sequential ionic hydrogenation reaction by switching the solvent. This methodology can be used to construct C-O bonds and to prepare conjugate reduction products, including chromans, tetrahydrofurans, tetrahydropyrans, dihydroisobenzofurans, dihydrochalcones, and 1,4-diones in a facile manner. In addition, a novel plausible mechanism involving a conjugate reduction and a tandem reductive cyclization was verified by experimental investigations.
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