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Efficient Synthesis of N-Carbamoylpropargylamines from α-Amido Sulfones Using Dimethylalkynylaluminum Reagents

Ji-Hoon Lee, Sang-Hyeup Lee*

*Department of Chemistry, Daegu Catholic University, Hayang-Ro 13-13, Gyeongsan, Gyeongbuk 38430, Korea, Email: leeshhcu.ac.kr

J.-H. Lee, S.-H. Lee, Synthesis, 2022, 54, 2233-2241.

DOI: 10.1055/s-0041-1737763


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Abstract

The addition of dimethylalkynylaluminum reagents derived from terminal alkynes and trimethylaluminum to various N-activated α-amido sulfones provides the corresponding propargylamines in good yields. The use of stable, N-activated α-amido sulfone avoids the preparation and isolation of relatively unstable N-activated imines.

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Key Words

ethylalkynylaluminum reagents, nucleophilic addition, propargylamines, N-activated α-amido sulfones, alkynylamines


ID: J66-Y2022