Literature DB >> 20731364

Directed ortho borylation of phenol derivatives catalyzed by a silica-supported iridium complex.

Kenji Yamazaki1, Soichiro Kawamorita, Hirohisa Ohmiya, Masaya Sawamura.   

Abstract

The directed ortho borylation of phenol derivatives protected with an N,N-diethylcarbamoyl group was efficiently catalyzed by an immobilized monophosphine-Ir system, which was prepared in situ from [Ir(OMe)(cod)](2) and a silica-supported, compact phosphine. The utility of the carbamoyloxy group as a leaving group for metal-catalyzed cross-coupling reactions was demonstrated by its utilization in the synthesis of a terphenyl derivative.

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Year:  2010        PMID： 20731364     DOI： 10.1021/ol101493m

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  9 in total

1.  Suzuki-Miyaura cross-coupling of aryl carbamates and sulfamates: experimental and computational studies.

Authors:  Kyle W Quasdorf; Aurora Antoft-Finch; Peng Liu; Amanda L Silberstein; Anna Komaromi; Tom Blackburn; Stephen D Ramgren; K N Houk; Victor Snieckus; Neil K Garg
Journal:  J Am Chem Soc       Date:  2011-04-01       Impact factor: 15.419

2.  Ir-Catalyzed ortho-Borylation of Phenols Directed by Substrate-Ligand Electrostatic Interactions: A Combined Experimental/in Silico Strategy for Optimizing Weak Interactions.

Authors:  Buddhadeb Chattopadhyay; Jonathan E Dannatt; Ivonne L Andujar-De Sanctis; Kristin A Gore; Robert E Maleczka; Daniel A Singleton; Milton R Smith
Journal:  J Am Chem Soc       Date:  2017-05-31       Impact factor: 15.419

3.  Iron-catalyzed alkylations of aryl sulfamates and carbamates.

Authors:  Amanda L Silberstein; Stephen D Ramgren; Neil K Garg
Journal:  Org Lett       Date:  2012-07-03       Impact factor: 6.005

4.  Nickel-catalyzed amination of aryl sulfamates and carbamates using an air-stable precatalyst.

Authors:  Liana Hie; Stephen D Ramgren; Tehetena Mesganaw; Neil K Garg
Journal:  Org Lett       Date:  2012-07-31       Impact factor: 6.005

5.  C7-derivatization of C3-alkylindoles including tryptophans and tryptamines.

Authors:  Richard P Loach; Owen S Fenton; Kazuma Amaike; Dustin S Siegel; Erhan Ozkal; Mohammad Movassaghi
Journal:  J Org Chem       Date:  2014-11-10       Impact factor: 4.354

6.  Silyl phosphorus and nitrogen donor chelates for homogeneous ortho borylation catalysis.

Authors:  Behnaz Ghaffari; Sean M Preshlock; Donald L Plattner; Richard J Staples; Peter E Maligres; Shane W Krska; Robert E Maleczka; Milton R Smith
Journal:  J Am Chem Soc       Date:  2014-10-01       Impact factor: 15.419

7.  Transition metal-catalysed A-ring C-H activations and C(sp2)-C(sp2) couplings in the 13α-oestrone series and in vitro evaluation of antiproliferative properties.

Authors:  Péter Traj; Ali Hazhmat Abdolkhaliq; Anett Németh; Sámuel Trisztán Dajcs; Ferenc Tömösi; Tea Lanisnik-Rizner; István Zupkó; Erzsébet Mernyák
Journal:  J Enzyme Inhib Med Chem       Date:  2021-12       Impact factor: 5.051

8.  Control of selectivity in palladium-catalyzed oxidative carbocyclization/borylation of allenynes.

Authors:  Youqian Deng; Teresa Bartholomeyzik; Jan-E Bäckvall
Journal:  Angew Chem Int Ed Engl       Date:  2013-05-17       Impact factor: 15.336

9.  Transition Metal-Free Synthesis of Halobenzo[b]furans from O-Aryl Carbamates via o-Lithiation Reactions.

Authors:  Claudia Feberero; Cintia Virumbrales; Carlos Sedano; Lorena Renedo; Samuel Suárez-Pantiga; Roberto Sanz
Journal:  Molecules       Date:  2022-01-14       Impact factor: 4.411
  9 in total

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