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Synlett 2010(17): 2537-2548  
DOI: 10.1055/s-0030-1258776
ACCOUNT
© Georg Thieme Verlag Stuttgart ˙ New York

Transition-Metal-Catalyzed Additions of Carbonyl Functionalities to Alkynes

Tetsuaki Fujihara, Tomohiro Iwai, Jun Terao, Yasushi Tsuji*
Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510, Japan
Fax: +81(75)3832514; e-Mail: ytsuji@scl.kyoto-u.ac.jp;
Further Information

Publication History

Received 1 August 2010
Publication Date:
30 September 2010 (online)

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Abstract

Transition-metal-catalyzed transformations between carbonyl compounds and carbon-carbon unsaturated bonds are important and attractive. In this account, we describe our recent results on the iridium- and palladium-catalyzed additions of acid chlorides, carbamoyl chlorides, and formamides to alkynes.

1 Introduction

2 Decarbonylation of Aldehydes

3 Addition Reactions

3.1 Addition of Acid Chlorides to Terminal Alkynes

3.2 Addition of Formamides to Alkynes

4 Annulation of N-Arylcarbamoyl Chlorides with Internal Alkynes

5 Conclusion

Key words

addition reactions - alkynes - annulations - iridium - palladium

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