Catalytic Efficient Nazarov Reaction of Unactivated Aryl Vinyl Ketones via a Bidentate Diiron Lewis Acid Activation Strategy. Issue 19 (11th September 2017)

• Record Type: Journal Article
• Authors: Zhou, Xin; Zhao, Yukun; Cao, Yang; He, Lirong
• Is Part Of: Advanced synthesis & catalysis. Volume 359:Issue 19(2017)
• Page Start: 3325
• Page End: 3331
• Publication Date: 2017-09-11
• Subjects: Nazarov reaction -- Lewis acid catalysis -- Indanone -- 4π electrocyclization -- aryl vinyl ketone; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201700820
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: A catalytic highly efficient Nazarov reaction of unactivated aryl vinyl ketones has been accomplished by employing aryl boric acid/Fe(OTf)3 . Significant progress was obtained in utilizing an extremely broad substrate scope, giving indanones in high yields with high regioselectivities and diastereoselectivities. The mechanistic investigation supports a bidentate diiron Lewis acid catalysis, and the strong double electrophilic activation of aryl vinyl ketones via simultaneous coordination plays a key role in achieving a high reaction efficiency. Abstract :