Undirected C-H Bond Activation of Arenes: [Rh(III)Cp*]-Catalyzed Dehydrogenative Alkene-Arene Coupling as New Pathway for the Selective Synthesis of Highly Substituted Z-Olefins, Chem. Asian J. 2012 , 7 , 1208-1212.
functionalization of meta C—H’s is hard to achieve due to deactivation by the necessary electron-withdrawing directing groups. The dependence on directing group’s electronic effects further limits the application of the conventional methods. Functionalization of meta-C—H bonds therefore remains a ALEXANDER S. DUDNIK Modifiable/Traceless Si-Tethered Directing Group for C–H Acyloxylation of Arenes.” 27th Herbert C. Brown Lectures, Purdue University, West Lafayette, IN, April 24, 2010 (poster, Best Poster Award). Nov 12, 2013 · A Traceless Directing Group for C H Borylation † Sean M. Preshlock Department of Chemistry, Michigan State University, 578 S Shaw Lane, East Lansing, MI 48824‐1322 (USA) A highly efficient and general protocol for traceless, directed C3-selective C-H borylation of indoles with [Ni(IMes)2] as the catalyst is reported. Activation and borylation of N-H bonds by [Ni(IMes)2] is essential to install a Bpin moiety at the N-position as a traceless directing group, which enables the C3-selective borylation of C-H bonds. The N-Bpin group which is formed is easily The protocol developed by Smith and Maleczka can be used as an example here, with the Bpin group serving as a traceless directing group for the selective C−H borylation of indoles into the 3
Dec 02, 2013
We describe a regioselective diborylation of primary benzylic C–H bonds catalyzed by [Ir(COD)OMe]2 and 4,4′-di-tert-butyl-2,2′-bipyridine (dtbpy). The hydrosilyl group acts as a traceless directing group, providing access to a range of 1,1-benzyldiboronate esters in good yields. Transformations of the 1,1-be Celebrating our 2018 prize and award winners
Several years ago, we began a collaboration with Professor Milton R. “Mitch” Smith, III to explore catalytic aromatic C-H activation-borylation as a new approach to novel and highly useful aromatic building blocks for organic synthesis. In 1999, Professor Smith and his co-workers first reported on Ir-based catalysts that were remarkably
Abstract. A ligand-controlled discovery of ortho and meta C–H borylation of aromatic aldehydes is described. In both cases, an amine is used and it was proposed that ortho borylation could be realized using tert-butylamine as the traceless protecting/directing group and meta borylation undergoes via an electrostatic interaction and a secondary interaction between the ligand of the