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Literature DB >> 27269307

Benzylic C(sp(3))-H Functionalization for C-N and C-O Bond Formation via Visible Light Photoredox Catalysis.

Ganesh Pandey¹, Ramkrishna Laha¹, Deepak Singh¹.

Abstract

A visible light mediated highly selective benzylic C-H bond functionalization for intermolecular C-N and C-O bond formation is reported. This cross-dehydrogenative coupling reaction demonstrates a straightforward protocol for incorporating the heteroaromatics to the benzylic position. Benzylic oxidation of various alkyl aryls to corresponding carbonyl compounds has also been reported.

Entities: Chemical Species

Year: 2016 PMID： 27269307 DOI： 10.1021/acs.joc.6b00970

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

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Cited

8 in total

1. Photocatalytic Oxyamination of Alkenes: Copper(II) Salts as Terminal Oxidants in Photoredox Catalysis.

Authors: Nicholas L Reed; Madeline I Herman; Vladimir P Miltchev; Tehshik P Yoon
Journal: Org Lett Date: 2018-11-08 Impact factor: 6.005

2. Combined Photoredox/Enzymatic C-H Benzylic Hydroxylations.

Authors: Rick C Betori; Catherine M May; Karl A Scheidt
Journal: Angew Chem Int Ed Engl Date: 2019-09-26 Impact factor: 15.336

3. Copper-Catalyzed Cross-Coupling of Benzylic C-H Bonds and Azoles with Controlled N-Site Selectivity.

Authors: Si-Jie Chen; Dung L Golden; Shane W Krska; Shannon S Stahl
Journal: J Am Chem Soc Date: 2021-08-31 Impact factor: 16.383

Review 4. Photoredox-Catalyzed C-H Functionalization Reactions.

Authors: Natalie Holmberg-Douglas; David A Nicewicz
Journal: Chem Rev Date: 2021-09-29 Impact factor: 60.622

5. Selective carboxylation of reactive benzylic C-H bonds by a hypervalent iodine(III)/inorganic bromide oxidation system.

Authors: Toshifumi Dohi; Shohei Ueda; Kosuke Iwasaki; Yusuke Tsunoda; Koji Morimoto; Yasuyuki Kita
Journal: Beilstein J Org Chem Date: 2018-05-16 Impact factor: 2.883

Benzylic C(sp(3))-H Functionalization for C-N and C-O Bond Formation via Visible Light Photoredox Catalysis.

1. Photocatalytic Oxyamination of Alkenes: Copper(II) Salts as Terminal Oxidants in Photoredox Catalysis.

2. Combined Photoredox/Enzymatic C-H Benzylic Hydroxylations.

3. Copper-Catalyzed Cross-Coupling of Benzylic C-H Bonds and Azoles with Controlled N-Site Selectivity.

Review 4. Photoredox-Catalyzed C-H Functionalization Reactions.

5. Selective carboxylation of reactive benzylic C-H bonds by a hypervalent iodine(III)/inorganic bromide oxidation system.

6. Cobalt(ii)-catalyzed benzylic oxidations with potassium persulfate in TFA/TFAA.

7. The cumene/O₂ system: a very simple tool for the radical chain oxidation of some functional groups.

Review 8. Benzylic Methylene Functionalizations of Diarylmethanes.

Benzylic C(sp(3))-H Functionalization for C-N and C-O Bond Formation via Visible Light Photoredox Catalysis.

1. Photocatalytic Oxyamination of Alkenes: Copper(II) Salts as Terminal Oxidants in Photoredox Catalysis.

2. Combined Photoredox/Enzymatic C-H Benzylic Hydroxylations.

3. Copper-Catalyzed Cross-Coupling of Benzylic C-H Bonds and Azoles with Controlled N-Site Selectivity.

Review 4. Photoredox-Catalyzed C-H Functionalization Reactions.

5. Selective carboxylation of reactive benzylic C-H bonds by a hypervalent iodine(III)/inorganic bromide oxidation system.

6. Cobalt(ii)-catalyzed benzylic oxidations with potassium persulfate in TFA/TFAA.

7. The cumene/O2 system: a very simple tool for the radical chain oxidation of some functional groups.

Review 8. Benzylic Methylene Functionalizations of Diarylmethanes.

7. The cumene/O₂ system: a very simple tool for the radical chain oxidation of some functional groups.