Palladium‐Catalyzed Remote δ‐C−H Selenylation of Arylethylamide and Alkenylethylamide Derivatives. Issue 20 (20th September 2022)

• Record Type: Journal Article
• Authors: Ma, Wenbo; Zhou, Yunhao; Wang, Yang; Li, Bo; Zheng, Tao; Cheng, Zemin; Mei, Ruhuai
• Is Part Of: Advanced synthesis & catalysis. Volume 364:Issue 20(2022)
• Page Start: 3544
• Page End: 3550
• Publication Date: 2022-09-20
• Subjects: Selenylation -- Palladium catalysis -- δ-C−H activation -- Arylethylamide -- Alkenylethylamide.; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202200691
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: A palladium‐catalyzed remote δ ‐C−H selenylation of arylethylamide derivatives with readily available diselenides has been reported. This protocol relies on the use of a removable picolinamide directing group to access unsymmetrical diaryl selenides in 45–98% yields. Furthermore, the inactivated δ ‐C(alkenyl)−H bond was also compatible in this reaction and afforded the thermo‐dynamically unfavorable Z ‐selective‐alkenyl selenides with complete control of site‐ and stereoselectivity. Abstract :