Literature DB >> 22548500

Metal-free ortho C-H borylation of 2-phenoxypyridines under mild conditions.

Liting Niu1, Haijun Yang, Ruji Wang, Hua Fu.   

Abstract

An efficient metal-free ortho C-H borylation has been developed via sequential borylation of substituted 2-phenoxypyridines with BBr3 following esterification with pinacol. The corresponding aryl boronates were obtained in good yields. The synthesized aryl boronates can be easily transformed into various useful products. Therefore, the present method makes functionalizations of aryl C-H bonds easy.

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Year:  2012        PMID: 22548500     DOI: 10.1021/ol300950r

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


  7 in total

1.  Boryl substitution of functionalized aryl-, heteroaryl- and alkenyl halides with silylborane and an alkoxy base: expanded scope and mechanistic studies.

Authors:  Eiji Yamamoto; Satoshi Ukigai; Hajime Ito
Journal:  Chem Sci       Date:  2015-03-02       Impact factor: 9.825

2.  C-H Borylation/Cross-Coupling Forms Twisted Donor-Acceptor Compounds Exhibiting Donor-Dependent Delayed Emission.

Authors:  Daniel L Crossley; Pakapol Kulapichitr; James E Radcliffe; Jay J Dunsford; Inigo Vitorica-Yrezabal; Rachel J Kahan; Adam W Woodward; Michael L Turner; Joseph J W McDouall; Michael J Ingleson
Journal:  Chemistry       Date:  2018-06-25       Impact factor: 5.236

3.  Hydrogen Bond Directed ortho-Selective C-H Borylation of Secondary Aromatic Amides.

Authors:  Shao-Tao Bai; Charles B Bheeter; Joost N H Reek
Journal:  Angew Chem Int Ed Engl       Date:  2019-07-17       Impact factor: 15.336

4.  Acyl-Directed ortho-Borylation of Anilines and C7 Borylation of Indoles using just BBr3.

Authors:  Saqib A Iqbal; Jessica Cid; Richard J Procter; Marina Uzelac; Kang Yuan; Michael J Ingleson
Journal:  Angew Chem Int Ed Engl       Date:  2019-09-12       Impact factor: 15.336

5.  Facile Arylation of Four-Coordinate Boron Halides by Borenium Cation Mediated Boro-desilylation and -destannylation.

Authors:  Daniel L Crossley; Jessica Cid; Liam D Curless; Michael L Turner; Michael J Ingleson
Journal:  Organometallics       Date:  2015-12-08       Impact factor: 3.876

6.  Efficient metal-free photochemical borylation of aryl halides under batch and continuous-flow conditions.

Authors:  Kai Chen; Shuai Zhang; Pei He; Pengfei Li
Journal:  Chem Sci       Date:  2016-02-01       Impact factor: 9.825

7.  Highly Emissive Far Red/Near-IR Fluorophores Based on Borylated Fluorene-Benzothiadiazole Donor-Acceptor Materials.

Authors:  Daniel L Crossley; Inigo Vitorica-Yrezabal; Martin J Humphries; Michael L Turner; Michael J Ingleson
Journal:  Chemistry       Date:  2016-07-27       Impact factor: 5.236

  7 in total

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