Synlett 2012; 23(19): 2758-2762
DOI: 10.1055/s-0032-1317342
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© Georg Thieme Verlag Stuttgart · New York

Silver-Catalyzed Direct Addition of Terminal Alkynes to Simple Cyclic Ketones in Water

Zhenhua Jia
a   Department of Chemistry and FQRNT Center for Green Chemistry and Catalysis, McGill University, 801 Sherbrooke Street West, Montreal, QC, H3A 0B8, Canada   Fax: +1(514)3983797   eMail: cj.li@mcgill.ca
b   Institute of Drug Synthesis and Pharmaceutical Process, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, P. R. of China
,
Xingshu Li
b   Institute of Drug Synthesis and Pharmaceutical Process, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, P. R. of China
,
Albert S. C. Chan
b   Institute of Drug Synthesis and Pharmaceutical Process, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, P. R. of China
,
Chao-Jun Li*
a   Department of Chemistry and FQRNT Center for Green Chemistry and Catalysis, McGill University, 801 Sherbrooke Street West, Montreal, QC, H3A 0B8, Canada   Fax: +1(514)3983797   eMail: cj.li@mcgill.ca
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Publikationsverlauf

Received: 02. August 2012

Accepted after revision: 10. September 2012

Publikationsdatum:
12. Oktober 2012 (online)


Abstract

The first catalytic addition of terminal alkynes to simple cyclic ketones in water catalyzed by silver was developed. Cyclic ketones were reacted with terminal alkynes efficiently in water to give the corresponding propargyl alcohols.