DMAP Mediated Efficient Construction of Functionalized Chromenes through One‐Pot Reaction of para‐Quinone Methides with Allenoates. Issue 12 (25th March 2021)

• Record Type: Journal Article
• Authors: Song, Zefeng; Jia, Yuping; Zhang, Daizhou; Wang, De
• Is Part Of: European journal of organic chemistry. Issue 12(2021)
• Page Start: 1942
• Page End: 1948
• Publication Date: 2021-03-25
• Subjects: Allenaotes -- Chromenes -- One-pot reaction -- para-Quinone methides -- Tertiary amine; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.202100112
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: A novel DMAP‐mediated Rauhut‐Currier/ oxa ‐Michael addition cascade reaction of hydroxylphenyl‐substituted para ‐quinone methide with allenoate was reported for the first time. A series of functionalized chromenes were successfully obtained with moderate to good yields under this one‐pot cascade reaction. The chromene products could be easily transformed into different derivatives and a plausible mechanism was proposed to elucidate this novel reaction. Abstract : An organocatalytic Rauhut‐Currier/ oxa ‐Michael addition cascade reaction of hydroxylphenyl‐substituted para ‐quinone methide with allenoate was reported for the first time. A series of functionalized chromenes were successfully obtained with moderate to good yields under this one‐pot cascade reaction.