[Pd]‐Catalyzed Intermolecular Coupling and Acid Mediated Intramolecular Cyclodehydration: One‐Pot Synthesis of Indenes. Issue 8 (19th February 2018)

• Record Type: Journal Article
• Authors: Niharika, Pedireddi; Satyanarayana, Gedu
• Is Part Of: European journal of organic chemistry. Issue 8(2018)
• Page Start: 971
• Page End: 979
• Publication Date: 2018-02-19
• Subjects: Synthetic methods -- Polycycles -- One‐pot -- Domino reactions -- Indenes -- Styrenes; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201701622
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : An efficient one‐pot synthesis of indenes from simple starting materials is presented. This process involves a dual C–C bond formation through an intermolecular Heck coupling reaction followed by acid‐mediated intramolecular cyclodehydration. The strategy is amenable to various substituted aromatics to give indenes. In addition, the regioselective synthesis of benzyl styrenes in a single column purification technique through in‐situ reduction of Heck products (ketones) followed by acid mediated dehydration of crude reaction mixture is presented. Abstract : An efficient one‐pot synthesis of indenes from simple starting materials is presented. This process involves a dual C–C bond formation by intermolecular Heck coupling followed by acid‐mediated intramolecular cyclodehydration. In addition, the regioselective synthesis of benzyl styrenes through in‐situ reduction of Heck products (ketones) followed by acid‐mediated dehydration is presented.