Conjugated Dienyne-Imides as Robust Precursors of 1-Azatrienes for 6π Electrocyclizations to Furo[2,3-b]dihydropyridine Cores
Yanjun Wan
Department of Chemistry, Zhejiang University, Hangzhou, 310027 China
Search for more papers by this authorDr. Xuchun Zheng
Department of Chemistry, Zhejiang University, Hangzhou, 310027 China
Search for more papers by this authorCorresponding Author
Prof. Dr. Cheng Ma
Department of Chemistry, Zhejiang University, Hangzhou, 310027 China
Search for more papers by this authorYanjun Wan
Department of Chemistry, Zhejiang University, Hangzhou, 310027 China
Search for more papers by this authorDr. Xuchun Zheng
Department of Chemistry, Zhejiang University, Hangzhou, 310027 China
Search for more papers by this authorCorresponding Author
Prof. Dr. Cheng Ma
Department of Chemistry, Zhejiang University, Hangzhou, 310027 China
Search for more papers by this authorAbstract
A novel strategy to generate functionalized 1-azatriene intermediates for 6π electrocyclizations was developed by using readily accessible dienyne-imides and various terminal olefins under PdII catalysis. Taking advantage of the sequential cooperation between preloaded and incorporated functional handles at 1,3-dien-5-yne skeletons, this method not only enables the selective generation of putative 1-azatrienes but significantly accelerates their thermal 6π-electrocyclic ring-closure processes to a series of highly substituted furo[2,3-b]dihydropyridine derivatives in good yields.
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