(Diacyloxyiodo)benzenes‐Driven Palladium‐Catalyzed Cyclizations of Unsaturated N‐Sulfonylamides: Opportunities of Path Selection. Issue 4 (18th January 2017)

• Record Type: Journal Article
• Authors: Borelli, Tea; Brenna, Stefano; Broggini, Gianluigi; Oble, Julie; Poli, Giovanni
• Is Part Of: Advanced synthesis & catalysis. Volume 359:Issue 4(2017)
• Page Start: 623
• Page End: 628
• Publication Date: 2017-01-18
• Subjects: allylic compounds -- amination -- C–H activation -- homogeneous catalysis -- palladium; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201600813
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: A study of the palladium(II)‐catalyzed cyclization of unsaturated N ‐sulfonylamides was undertaken, using (diacyloxyiodo)benzenes as terminal oxidizing agents. Different reactivities were observed as a function of the nature of the unsaturation (terminal vs . internal), or of the hypervalent iodine compound used (diacetoxyiodobenzene vs . bistrifluoroacetoxyiodobenzene). Proper parameter selection allows the direction of the cyclization to be chosen towards either a global aminoacetoxylation, an allylic amination via aminopalladation, or an allylic amination via allylic C–H activation. Abstract :