Conjugated Dienyne‐Imides as Robust Precursors of 1‐Azatrienes for 6π Electrocyclizations to Furo[2, 3‐b]dihydropyridine Cores. (30th March 2018)

• Record Type: Journal Article
• Authors: Wan, Yanjun; Zheng, Xuchun; Ma, Cheng
• Is Part Of: Angewandte Chemie. Volume 130:Number 19(2018)
• Page Start: 5580
• Page End: 5584
• Publication Date: 2018-03-30
• Subjects: Elektrocyclische Reaktionen -- Heterocyclen -- Konjugation -- Palladium -- Synthesemethoden; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201800303
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: 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 Pd II 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.