Elemental Sulfur-Promoted Synthesis of 4-Hydroxybenzophenones from p-Quinone Methides under Metal-Free Condition

Jingping Li, Kunpeng Wang, Jiayi Wu,Haoxiang Zhang, Yan Chen,Qinglei Liu,Junju Xu,Weiyin Yi

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY(2022)

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摘要
Conventional methods for the general and efficient synthesis of 4-hydroxybenzo- phenones are extremely underdeveloped and limited. We herein report a challenging metal-free protocol to rapidly construct 4-hydroxybenzophenones from para-quinone methides (p-QMs) in DMSO in the presence of KOH using the inexpensive and readily available elemental sulfur as redox reagent. As an unprecedented method, this simple but efficient approach has excellent site specificity, green sustainability, excellent atomic economy, and broad functional group compatibilities. Mechanistic studies show that the novel reaction proceeds through a radical pathway.
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关键词
Elemental sulfur,4-Hydroxybenzophenone,para-Quinone methides,1,6-Radical addition reaction,Synthetic method
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