2+2] Cycloaddition of ketenes with ynamides. A general method for the synthesis of 3-aminocyclobutenone derivatives |
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Authors: | Kohnen Amanda L Mak Xiao Yin Lam Tin Yiu Dunetz Joshua R Danheiser Rick L |
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Institution: | Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA |
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Abstract: | Ynamides react with ketenes in 2+2] cycloadditions leading to a variety of substituted 3-aminocyclobut-2-en-1-ones. The ynamides employed in these reactions are readily available via the copper-promoted N-alkynylation of carbamates and sulfonamides with alkynyl bromides and iodides. The scope of the 2+2] cycloaddition with regard to both the ketene and ynamide component is described. |
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Keywords: | Ynamides Ketenes Cyclobutenones [2+2] Cycloadditions |
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