Volostnykh Ol'ga G, Shemyakina Olesya A, Stepanov Anton V, Ushakov Igor' A
A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russian Federation.
Beilstein J Org Chem. 2022 Apr 12;18:420-428. doi: 10.3762/bjoc.18.44. eCollection 2022.
The reaction of bromopropargylic alcohols with phenols in the presence of CsCO/DMF affords α-phenoxy-α'-hydroxyketones (1:1 adducts) and α,α-diphenoxyketones (1:2 adducts) in up to 92% and 24% yields, respectively. Both products are formed via ring opening of the same intermediates, 1,3-dioxolan-2-ones, generated in situ from bromopropargylic alcohols and CsCO.
在碳酸铯/二甲基甲酰胺存在下，溴代炔丙醇与酚类反应分别以高达92%和24%的产率生成α-苯氧基-α'-羟基酮（1:1加合物）和α,α-二苯氧基酮（1:2加合物）。这两种产物均通过相同中间体1,3-二氧戊环-2-酮的开环反应形成，该中间体由溴代炔丙醇和碳酸铯原位生成。
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