Differential Functionalization of 1, 6‐Naphthyridin‐2(1H)‐ones through Sequential One‐Pot Suzuki–Miyaura Cross‐Couplings. Issue 7 (8th January 2014)

• Record Type: Journal Article
• Authors: Montoir, David; Tonnerre, Alain; Duflos, Muriel; Bazin, Marc‐Antoine
• Is Part Of: European journal of organic chemistry. Issue 7(2014)
• Page Start: 1487
• Page End: 1495
• Publication Date: 2014-01-08
• Subjects: Synthetic methods -- C–C cou­pling -- Cross‐coupling -- Nitrogen heterocycles -- Palladium -- Microwave chemistry; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201301631
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: A practical synthesis of 7‐chloro‐3‐iodo‐1‐methyl‐1, 6‐naphthyridin‐2(1 H )‐one is described that starts from 2‐chloro‐4‐(methylamino)nicotinaldehyde. The dihalo compound then undergoes sequential, site‐selective Suzuki–Miyaura cross‐coupling reactions to afford highly functionalized 1, 6‐naphthyridones in good yields. Abstract : One‐pot, sequential, site‐selective Suzuki–Miyaura cross‐coupling reactions of 7‐chloro‐3‐iodo‐1‐methyl‐1, 6‐naphthyridin‐2(1 H )‐one afforded highly functionalized 1, 6‐naphthyridones in good yields.