An Articulate Oxidative Transition‐Metal‐Free Homocoupling of Imidazo Heterocycles through C(sp2)–C(sp2) Bond Formation. Issue 18 (10th May 2017)

• Record Type: Journal Article
• Authors: Shakoor, S. M. Abdul; Mandal, Sanjay K.; Sakhuja, Rajeev
• Is Part Of: European journal of organic chemistry. Issue 18(2013)
• Page Start: 2596
• Page End: 2602
• Publication Date: 2017-05-10
• Subjects: C–H activation -- Hypervalent compounds -- Homocoupling -- Nitrogen heterocycles -- Iodine reagents; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201700238
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : Direct oxidative homocoupling of 2‐arylimidazo heterocycles was achieved by using a phenyliodine diacetate‐mediated BF3 · OEt2 ‐accelerated protocol at room temperature. A series of biimidazo heterocycles were synthesized under ambient conditions without prior activation of the C(sp 2 )–H bond. The desired biimidazo heterocycles were also obtained by using catalytic amounts of iodobenzene and m ‐CPBA/AcOH in an organocatalytic fashion. Abstract : A transition‐metal‐free oxidative approach for homocoupling of 2‐arylimidazo heterocycles by using a phenyliodine diacetate‐mediated protocol at ambient conditions has been demonstrated. The homocoupled products were also obtained in an organocatalytic fashion by using iodobenzene.