Bibliographic Details
| Title: |
Direct Construction of 4-Hydroxybenzils via Para-Selective C-C Bond Coupling of Phenols and Aryl Methyl Ketones. |
| Authors: |
Jia-Chen Xiang1, Yan Cheng1, Miao Wang1, Yan-Dong Wu1 chwuyd@mail.ccnu.edu.cn, An-Xin Wu1 chwuax@mail.ccnu.edu.cn |
| Source: |
Organic Letters. Sep2016, Vol. 18 Issue 17, p4360-4363. 4p. |
| Subject Terms: |
*COUPLING reactions (Chemistry), *PHENOLS, *METHYL ketones, *CARBONYLATION, *BORIC acid |
| Abstract: |
A highly para-selective C-C bond coupling is presented between phenols C(sp2) and aryl methyl ketones C(sp3), which enables the direct construction of 4-hydroxybenzil derivatives. This practical method exhibits a broad substrate scope and large-scale applicability and represents a general gateway to the hydroxybenzil natural product family. Mechanistic investigations indicated that the combination of HI with DMSO realized the oxidative carbonylation of aryl methyl ketones, while boric acid acted as a dual-functional relay reagent to promote this transformation. [ABSTRACT FROM AUTHOR] |
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| Database: |
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