Carbonyl-Photoredox/Metal Dual Catalysis: Applications in Organic Synthesis

Da Liang Zhu; David James Young; Hong Xi Li

doi:10.1055/s-0040-1707183

Carbonyl-Photoredox/Metal Dual Catalysis: Applications in Organic Synthesis

Da Liang Zhu, David James Young, Hong Xi Li

CDU College of Engineering, IT and Environment

Research output: Contribution to journal › Review article › peer-review

Abstract

Photoredox/meSavetal dual catalysis is a versatile tandem methodology to construct carbon-carbon and carbon-heteroatom bonds. The focus of this short review is the application of this technology to C(sp ³)-C(sp ³), C(sp ³)-C(sp ²), C(sp ²)-C(sp ²), C(sp ²)-O, and C(sp ³)-O bond formation induced by readily available and inexpensive carbonyl complexes as single electron transfer agents, photosensitizers, or hydrogen atom transfer agents. 1 Introduction 2 Homocoupling of Aryl Halides 3 Functionalization of C(sp ³)-H Bonds 3.1 Dehydrogenation of Alkanes 3.2 Arylation/Alkylation 3.3 Carboxylation 3.4 Acylation 3.5 Hydroalkylation of Olefins 3.6 Hydroalkylation of Imines 4 Benzoylation of Aryl Bromides 5 Aryl Esterification 6 Oxidation of β-Keto Esters 7 Conclusions and Future Outlook.

Original language	English
Pages (from-to)	3493-3510
Number of pages	18
Journal	Synthesis (Germany)
Volume	52
Issue number	23
Early online date	2020
DOIs	https://doi.org/10.1055/s-0040-1707183
Publication status	Published - Jul 2020

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title = "Carbonyl-Photoredox/Metal Dual Catalysis: Applications in Organic Synthesis",

abstract = "Photoredox/meSavetal dual catalysis is a versatile tandem methodology to construct carbon-carbon and carbon-heteroatom bonds. The focus of this short review is the application of this technology to C(sp 3)-C(sp 3), C(sp 3)-C(sp 2), C(sp 2)-C(sp 2), C(sp 2)-O, and C(sp 3)-O bond formation induced by readily available and inexpensive carbonyl complexes as single electron transfer agents, photosensitizers, or hydrogen atom transfer agents. 1 Introduction 2 Homocoupling of Aryl Halides 3 Functionalization of C(sp 3)-H Bonds 3.1 Dehydrogenation of Alkanes 3.2 Arylation/Alkylation 3.3 Carboxylation 3.4 Acylation 3.5 Hydroalkylation of Olefins 3.6 Hydroalkylation of Imines 4 Benzoylation of Aryl Bromides 5 Aryl Esterification 6 Oxidation of β-Keto Esters 7 Conclusions and Future Outlook.",

keywords = "C-C bond, C-O bond, carbonyl-photocatalysis, dual catalysis, transition-metal catalysis",

author = "Zhu, {Da Liang} and Young, {David James} and Li, {Hong Xi}",

year = "2020",

month = jul,

doi = "10.1055/s-0040-1707183",

language = "English",

volume = "52",

pages = "3493--3510",

journal = "Synthesis: journal of synthetic organic chemistry",

issn = "0039-7881",

publisher = "Georg Thieme Verlag",

number = "23",

}

TY - JOUR

T1 - Carbonyl-Photoredox/Metal Dual Catalysis

T2 - Applications in Organic Synthesis

AU - Zhu, Da Liang

AU - Young, David James

AU - Li, Hong Xi

PY - 2020/7

Y1 - 2020/7

N2 - Photoredox/meSavetal dual catalysis is a versatile tandem methodology to construct carbon-carbon and carbon-heteroatom bonds. The focus of this short review is the application of this technology to C(sp 3)-C(sp 3), C(sp 3)-C(sp 2), C(sp 2)-C(sp 2), C(sp 2)-O, and C(sp 3)-O bond formation induced by readily available and inexpensive carbonyl complexes as single electron transfer agents, photosensitizers, or hydrogen atom transfer agents. 1 Introduction 2 Homocoupling of Aryl Halides 3 Functionalization of C(sp 3)-H Bonds 3.1 Dehydrogenation of Alkanes 3.2 Arylation/Alkylation 3.3 Carboxylation 3.4 Acylation 3.5 Hydroalkylation of Olefins 3.6 Hydroalkylation of Imines 4 Benzoylation of Aryl Bromides 5 Aryl Esterification 6 Oxidation of β-Keto Esters 7 Conclusions and Future Outlook.

AB - Photoredox/meSavetal dual catalysis is a versatile tandem methodology to construct carbon-carbon and carbon-heteroatom bonds. The focus of this short review is the application of this technology to C(sp 3)-C(sp 3), C(sp 3)-C(sp 2), C(sp 2)-C(sp 2), C(sp 2)-O, and C(sp 3)-O bond formation induced by readily available and inexpensive carbonyl complexes as single electron transfer agents, photosensitizers, or hydrogen atom transfer agents. 1 Introduction 2 Homocoupling of Aryl Halides 3 Functionalization of C(sp 3)-H Bonds 3.1 Dehydrogenation of Alkanes 3.2 Arylation/Alkylation 3.3 Carboxylation 3.4 Acylation 3.5 Hydroalkylation of Olefins 3.6 Hydroalkylation of Imines 4 Benzoylation of Aryl Bromides 5 Aryl Esterification 6 Oxidation of β-Keto Esters 7 Conclusions and Future Outlook.

KW - C-C bond

KW - C-O bond

KW - carbonyl-photocatalysis

KW - dual catalysis

KW - transition-metal catalysis

UR - http://www.scopus.com/inward/record.url?scp=85089108036&partnerID=8YFLogxK

U2 - 10.1055/s-0040-1707183

DO - 10.1055/s-0040-1707183

M3 - Review article

AN - SCOPUS:85089108036

VL - 52

SP - 3493

EP - 3510

JO - Synthesis: journal of synthetic organic chemistry

JF - Synthesis: journal of synthetic organic chemistry

SN - 0039-7881

IS - 23

ER -

Carbonyl-Photoredox/Metal Dual Catalysis: Applications in Organic Synthesis

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