A newly designed heterodiene and its application to construct six-membered heterocycles containing an N-O bond
A new type of zwitterionic nitrosoalkene generated in situ from dehydrohalogenation of α-halo-N-alkylhydroxamic acids was designed. [4+2] cycloadditions of this heterodiene to olefins provide a facile route to construct six-membered heterocycles containing an N-O bond and a new protocol for 1,2-syn carbohydroxylate alkenes with a hydroxyl and acetamide group. DFT calculations support a concerted cycloaddition pathway and the solvent HFIP can stabilize the transition state through H-bonding interaction.
Ji, Wenzhi,Li, Chen-Long,Chen, Hui,Yu, Zhi-Xiang,Liao, Xuebin
p. 12012 - 12015
(2019/10/14)
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