Iron‐Catalyzed Synthesis of α‐Dienyl Five‐ and Six‐Membered N‐Heterocycles. Issue 41 (6th November 2017)

• Record Type: Journal Article
• Authors: Gonnard, Laurine; Guérinot, Amandine; Cossy, Janine
• Is Part Of: European journal of organic chemistry. Issue 41(2017)
• Page Start: 6160
• Page End: 6167
• Publication Date: 2017-11-06
• Subjects: Earth‐abundant metals -- Iron -- Synthetic methods -- Piperidine -- Nitrogen heterocycles -- Cyclization; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201700977
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : The iron‐catalyzed synthesis of α‐dienyl N‐heterocycles is reported. The method is cost‐effective, atom‐economic, and led to a range of substituted α‐dienyl heterocycles in moderate to good yields and diastereoselectivities. The α‐dienyl piperidines are key synthetic intermediates as demonstrated by the preparation of a panel of α‐polyenyl N‐heterocycles. Abstract : The iron‐catalyzed synthesis of α‐dienyl N‐heterocycles is reported. The method is atom‐economic, cost‐effective, sustainable, and delivers a diversity of α‐dienyl N‐heterocycles, which are useful building blocks in the synthesis of bioactive alkaloids.