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Literature DB >> 26259687

Cu(II)-Mediated C(sp(2))-H Hydroxylation.

Shang-Zheng Sun¹, Ming Shang², Hong-Li Wang², Hai-Xia Lin¹, Hui-Xiong Dai², Jin-Quan Yu^2,3.

Abstract

A Cu(II)-mediated ortho-C-H hydroxylation using a removable directing group has been developed. The reaction exhibits considerable functional group tolerance. The use of O2 as an oxidant is crucial for the reactivity. Water is also found to significantly improve this reaction.

Entities: Chemical

Year: 2015 PMID： 26259687 DOI： 10.1021/acs.joc.5b01351

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

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Cited

9 in total

Review 1. Copper-Promoted Functionalization of Organic Molecules: from Biologically Relevant Cu/O₂ Model Systems to Organometallic Transformations.

Authors: Rachel Trammell; Khashayar Rajabimoghadam; Isaac Garcia-Bosch
Journal: Chem Rev Date: 2019-01-30 Impact factor: 60.622

Review 2. A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.

Authors: Carlo Sambiagio; David Schönbauer; Remi Blieck; Toan Dao-Huy; Gerit Pototschnig; Patricia Schaaf; Thomas Wiesinger; Muhammad Farooq Zia; Joanna Wencel-Delord; Tatiana Besset; Bert U W Maes; Michael Schnürch
Journal: Chem Soc Rev Date: 2018-08-28 Impact factor: 54.564

3. A redox-neutral catechol synthesis.

Authors: Qian Wu; Dingyuan Yan; Ying Chen; Ting Wang; Feng Xiong; Wei Wei; Yi Lu; Wei-Yin Sun; Jie Jack Li; Jing Zhao
Journal: Nat Commun Date: 2017-01-27 Impact factor: 14.919

4. The mechanism of directed Ni(ii)-catalyzed C-H iodination with molecular iodine.

Authors: Brandon E Haines; Jin-Quan Yu; Djamaladdin G Musaev
Journal: Chem Sci Date: 2017-11-28 Impact factor: 9.825

5. Cu(II) carboxylate arene C─H functionalization: Tuning for nonradical pathways.

Authors: Fanji Kong; Shusen Chen; Junqi Chen; Chang Liu; Weihao Zhu; Diane A Dickie; William L Schinski; Sen Zhang; Daniel H Ess; T Brent Gunnoe
Journal: Sci Adv Date: 2022-08-24 Impact factor: 14.957

6. Introducing unactivated acyclic internal aliphatic olefins into a cobalt catalyzed allylic selective dehydrogenative Heck reaction.

Authors: Soham Maity; Pravas Dolui; Rajesh Kancherla; Debabrata Maiti
Journal: Chem Sci Date: 2017-05-16 Impact factor: 9.825

Cu(II)-Mediated C(sp(2))-H Hydroxylation.

Review 1. Copper-Promoted Functionalization of Organic Molecules: from Biologically Relevant Cu/O₂ Model Systems to Organometallic Transformations.

Review 2. A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.

3. A redox-neutral catechol synthesis.

4. The mechanism of directed Ni(ii)-catalyzed C-H iodination with molecular iodine.

5. Cu(II) carboxylate arene C─H functionalization: Tuning for nonradical pathways.

6. Introducing unactivated acyclic internal aliphatic olefins into a cobalt catalyzed allylic selective dehydrogenative Heck reaction.

7. Identification of monodentate oxazoline as a ligand for copper-promoted ortho-C-H hydroxylation and amination.

8. Directing group assisted meta-hydroxylation by C-H activation.

9. Copper mediated C-H amination with oximes: en route to primary anilines.

Review 1. Copper-Promoted Functionalization of Organic Molecules: from Biologically Relevant Cu/O2 Model Systems to Organometallic Transformations.

Review 2. A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.

Review 1. Copper-Promoted Functionalization of Organic Molecules: from Biologically Relevant Cu/O₂ Model Systems to Organometallic Transformations.