Cascade Michael–Intramolecular Transesterification–Elimination Reaction of 3, 4‐Dihydro‐3‐nitrochromen‐2‐ones and β, γ‐Unsaturated α‐Oxo Esters: An Efficient Access to 2‐Pyrone Derivatives. Issue 15 (7th April 2014)

• Record Type: Journal Article
• Authors: Zhang, Li; Wang, Youming; Song, Haibin; Zhou, Zhenghong; Tang, Chuchi
• Is Part Of: European journal of organic chemistry. Issue 15(2014)
• Page Start: 3163
• Page End: 3169
• Publication Date: 2014-04-07
• Subjects: Synthetic methods -- Domino reactions -- Oxygen heterocycles -- Michael addition -- Transesterification -- Elimination; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201301876
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: Multisubstituted 2‐oxopyran‐6‐carboxylic acid derivatives were synthesized under mild reaction conditions through a base‐promoted reaction between 3, 4‐dihydro‐3‐nitrochromen‐2‐ones and β, γ‐unsaturated α‐oxo esters to give products in excellent yields. The reaction is believed to proceed through a cascade Michael–intramolecular transesterification–elimination process. Abstract : A new base‐promoted cascade Michael–intramolecular transesterification‐elimination reaction of 3, 4‐dihydro‐3‐nitrochromen‐2‐ones and β, γ‐unsaturated α‐oxo esters has been developed. This process provides an efficient approach to the synthesis of multifunctionalized 2‐pyrone derivatives.