Literature DB >> 22731862

Mild and rapid hydroxylation of aryl/heteroaryl boronic acids and boronate esters with N-oxides.

Chen Zhu1, Rui Wang, J R Falck.   

Abstract

Aryl and heteroaryl boronic acids and boronate esters are rapidly, often within minutes, transformed into the corresponding phenols by N-oxides in an open flask at ambient temperature. This transformation has broad compatibility with a variety of functional groups.

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Year:  2012        PMID： 22731862      PMCID： PMC3391750          DOI： 10.1021/ol301463c

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


  12 in total

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2.  Electrochemical hydroxylation of organoboron compounds.

Authors:  Kohei Hosoi; Yu Kuriyama; Shinsuke Inagi; Toshio Fuchigami
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3.  Highly efficient synthesis of phenols by copper-catalyzed oxidative hydroxylation of arylboronic acids at room temperature in water.

Authors:  Jimin Xu; Xinyan Wang; Changwei Shao; Deyong Su; Guolin Cheng; Yuefei Hu
Journal:  Org Lett       Date:  2010-05-07       Impact factor: 6.005

4.  Micellar system in copper-catalysed hydroxylation of arylboronic acids: facile access to phenols.

Authors:  Kiyofumi Inamoto; Kanako Nozawa; Misato Yonemoto; Yoshinori Kondo
Journal:  Chem Commun (Camb)       Date:  2011-09-30       Impact factor: 6.222

5.  Cross-coupling reactions of organoboranes: an easy way to construct C-C bonds (Nobel Lecture).

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Journal:  Angew Chem Int Ed Engl       Date:  2011-05-25       Impact factor: 15.336

6.  General copper-catalyzed transformations of functional groups from arylboronic acids in water.

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Journal:  Org Lett       Date:  2011-11-16       Impact factor: 6.005

9.  Regioselective conversion of arylboronic acids to phenols and subsequent coupling to symmetrical diaryl ethers.

Authors:  J Simon; S Salzbrunn; G K Prakash; N A Petasis; G A Olah
Journal:  J Org Chem       Date:  2001-01-26       Impact factor: 4.354

10.  Direct catalytic asymmetric vinylogous Mannich-type and Michael reactions of an alpha,beta-unsaturated gamma-butyrolactam under dinuclear nickel catalysis.

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  19 in total

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2.  1,2-Azaborine's Distinct Electronic Structure Unlocks Two New Regioisomeric Building Blocks via Resolution Chemistry.

Authors:  Cameron R McConnell; Fredrik Haeffner; Andrew W Baggett; Shih-Yuan Liu
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3.  Transition-Metal-Free ipso-Functionalization of Arylboronic Acids and Derivatives.

Authors:  Chen Zhu; John R Falck
Journal:  Adv Synth Catal       Date:  2014-08-11       Impact factor: 5.837

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6.  Application of Suzuki-Miyaura and Buchwald-Hartwig Cross-coupling Reactions to the Preparation of Substituted 1,2,4-Benzotriazine 1-Oxides Related to the Antitumor Agent Tirapazamine.

Authors:  Ujjal Sarkar; Roman Hillebrand; Kevin M Johnson; Andrea H Cummings; Ngoc Linh Phung; Anuruddha Rajapakse; Haiying Zhou; Jordan R Willis; Charles L Barnes; Kent S Gates
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7.  Pd(II)-catalyzed enantioselective C-H activation/C-O bond formation: synthesis of chiral benzofuranones.

Authors:  Xiu-Fen Cheng; Yan Li; Yi-Ming Su; Feng Yin; Jian-Yong Wang; Jie Sheng; Harit U Vora; Xi-Sheng Wang; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2013-01-14       Impact factor: 15.419

8.  Elusive metal-free primary amination of arylboronic acids: synthetic studies and mechanism by density functional theory.

Authors:  Chen Zhu; Gongqiang Li; Daniel H Ess; John R Falck; László Kürti
Journal:  J Am Chem Soc       Date:  2012-10-25       Impact factor: 15.419

9.  A Bioorthogonal Reaction of N-Oxide and Boron Reagents.

Authors:  Justin Kim; Carolyn R Bertozzi
Journal:  Angew Chem Int Ed Engl       Date:  2015-11-16       Impact factor: 15.336

10.  New benzo[c]phenanthridine and benzenoid derivatives, and other constituents from Zanthoxylum ailanthoides: Effects on neutrophil pro-inflammatory responses.

Authors:  Ching-Yi Chung; Tsong-Long Hwang; Liang-Mou Kuo; Wen-Lung Kuo; Ming-Jen Cheng; Yi-Hsiu Wu; Ping-Jyun Sung; Mei-Ing Chung; Jih-Jung Chen
Journal:  Int J Mol Sci       Date:  2013-11-13       Impact factor: 5.923
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