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Phosphorus, Sulfur, and Silicon and the Related Elements Volume 193, 2018 - Issue 3
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Original Articles

Convenient synthesis of α-diarylmethylphosphonates by HOTf catalyzed Friedel-Crafts arylation of α-aryl α-hydroxyphosphonates

Long ChenAntibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics, Chengdu University, Hua Guan Road, Chengdu, P. R. ChinaCorrespondence[email protected]
,
Yun-Xiang ZouAntibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics, Chengdu University, Hua Guan Road, Chengdu, P. R. China
,
Xin-Yue FangAntibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics, Chengdu University, Hua Guan Road, Chengdu, P. R. China
&
Xu YinAntibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics, Chengdu University, Hua Guan Road, Chengdu, P. R. China
Pages 168-177 | Received 18 Jul 2017, Accepted 13 Oct 2017, Published online: 13 Nov 2017
 
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GRAPHICAL ABSTRACT

ABSTRACT

We report a convenient catalytic Friedel-Crafts arylation of α-aryl α-hydroxyphosphonates with various (hetero)aromatic compounds. HOTf (trifluoromethanesulfonic acid) is identified to be the best Brønsted acid catalyst, and the desired α-diarylmethylphosphonates were obtained in up to 41–95% yield.

Funding

The financial support from Chengdu University New Faculty Start-up Funding (No. 2081916045) and the Open Project Program of Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province (No. ARRLKF16-03) is highly appreciated.

Supplementary material

Supplemental data for this article can be accessed on the publisher's website.

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