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Synthesis 2013; 45(16): 2234-2240
DOI: 10.1055/s-0033-1339297
practical synthetic procedures
© Georg Thieme Verlag Stuttgart · New York

Gram-Scale Ketone Synthesis by Direct Reductive Coupling of Alkyl Iodides with Acid Chlorides

Wenbin Lu
a   Department of Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China   Fax: +86(21)66132410   Email: hegui_gong@shu.edu.cn
,
Zhuye Liang
b   College of Chemistry and Molecular Engineering, Zhengzhou University, 100 Science Road, Zhengzhou 450001, P. R. of China
,
Yuwei Zhang
b   College of Chemistry and Molecular Engineering, Zhengzhou University, 100 Science Road, Zhengzhou 450001, P. R. of China
,
Fan Wu
a   Department of Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China   Fax: +86(21)66132410   Email: hegui_gong@shu.edu.cn
,
Qun Qian*
a   Department of Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China   Fax: +86(21)66132410   Email: hegui_gong@shu.edu.cn
,
Hegui Gong*
a   Department of Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China   Fax: +86(21)66132410   Email: hegui_gong@shu.edu.cn
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Further Information

Publication History

Received: 30 April 2013

Accepted after revision: 06 June 2013

Publication Date:
11 July 2013 (online)

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Abstract

Alkyl aryl ketones were prepared on a gram scale by the nickel-catalyzed reductive coupling of alkyl iodides with aroyl chlorides. When scaled up 30-fold, this reaction shows a comparable coupling efficiency to the previously reported reaction performed under small-scale conditions. The mild and convenient reaction conditions show excellent tolerance to a range of functional groups and provide the ketones in good to excellent yields.

Key words

nickel - catalysis - ketones - halides - reductions
 

  • References

  • 1 These authors contributed equally to the work.

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