, volume 85 , issue 14 , pages 8749-8759

Switching the Mallory Reaction to Synthesis of Naphthalenes, Benzannulated Heterocycles, and Their Derivatives

Andrey Lvov ^{1, 2}

Hide authors affiliations Show authors affiliations: 2 affiliations

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47, Leninsky prosp, 119991 Moscow, Russian Federation |

A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky St, 664033 Irkutsk, Russia |

Publication type: Journal Article

Publication date: 2020-06-12

American Chemical Society (ACS)

Journal of Organic Chemistry

scimago Q2

wos Q1

SJR: 0.737

CiteScore: 6.1

Impact factor: 3.6

ISSN: 00223263, 15206904

DOI: 10.1021/acs.joc.0c00924

Copy DOI

PubMed ID: 32530622

Organic Chemistry

Abstract

This review analyzes the new life of a long-known reaction, the photocyclization of diarylethenes, which became a classical tool for the synthesis of phenanthrenes and their heterocyclic analogues (Mallory reaction). It has been shown in recent years that certain diarylethenes undergo photorearrangement to naphthalenes, benzannulated heterocycles, or related products with bicyclic unit. Herein, I analyze how the Mallory reaction path can be altered to obtain bicyclic rather than tricyclic products. The mechanistic aspects and scope of the reaction are discussed.

Found

6 citations

Lvov Andrey

DSc in Chemistry

78 publications, 1 119 citations, 32 reviews

h-index: 20

A.E. Favorsky Irkutsk Institute of Chemistry of the Siberian Branch of the Russian Academy of Sciences

Irkutsk National Research Technical University

Research interests

Heterocyclic compounds

Organic Chemistry

Photochemistry

3 citations

Komogortsev Andrey

🥼 🤝

PhD in Chemistry

105 publications, 757 citations, 3 reviews

h-index: 15

N.D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences

Research interests

Photochemistry

2 citations

Melekhina Valeriya

PhD in Chemistry

57 publications, 412 citations

h-index: 12

N.D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences

Research interests

Organic Chemistry

Photochemistry

1 citation

Loginov Dmitry

🥼

DSc in Chemistry

125 publications, 1 792 citations, 36 reviews

h-index: 25

A.N.Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences

Research interests

Catalysis

Coordination Chemistry

Organic Chemistry

Organic synthesis

Organometallic Chemistry

Photonics

1 citation

Lyssenko Konstantin

🥼 🤝

DSc in Chemistry, professor

898 publications, 15 140 citations, 2 reviews

h-index: 50

Lomonosov Moscow State University

National Research University Higher School of Economics

Research interests

Supramolecular chemistry

1 citation

Lichitsky Boris

46 publications, 165 citations

h-index: 7

N.D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences

1 citation

Nasyrova Darina

🤝

23 publications, 87 citations

h-index: 5

N.D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences

Research interests

Crystallography

X-ray diffraction (XRD)

X-ray diffraction analysis

1 citation

Stepanov Andrey

3 publications, 6 citations

h-index: 1

Irkutsk National Research Technical University

Research interests

Organic Chemistry

1 citation

Soboleva Natalya

PhD in Chemistry

24 publications, 63 citations

h-index: 5

Library for Natural Sciences of the Russian Academy of Sciences

1 citation

Arsenov Mikhail

13 publications, 125 citations

h-index: 7

A.N.Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences

Research interests

Asymmetric metal complex catalysis

Catalysis

Organic Chemistry

Organoelement chemistry

1 citation

Evdokimenkova Yulia

PhD in Chemistry

36 publications, 230 citations

h-index: 10

Library for Natural Sciences of the Russian Academy of Sciences

1 citation

Shepelenko Evgenii

50 publications, 256 citations

h-index: 10

Southern Federal University

Southern Scientific Center of the Russian Academy of Sciences

Research interests

Chemistry of heterocycles

Organic chemistry

Photochemistry

Sensors

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Lvov A. Switching the Mallory Reaction to Synthesis of Naphthalenes, Benzannulated Heterocycles, and Their Derivatives // Journal of Organic Chemistry. 2020. Vol. 85. No. 14. pp. 8749-8759.

GOST all authors (up to 50) Copy

Lvov A. Switching the Mallory Reaction to Synthesis of Naphthalenes, Benzannulated Heterocycles, and Their Derivatives // Journal of Organic Chemistry. 2020. Vol. 85. No. 14. pp. 8749-8759.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1021/acs.joc.0c00924

UR - https://doi.org/10.1021/acs.joc.0c00924

TI - Switching the Mallory Reaction to Synthesis of Naphthalenes, Benzannulated Heterocycles, and Their Derivatives

T2 - Journal of Organic Chemistry

AU - Lvov, Andrey

PY - 2020

DA - 2020/06/12

PB - American Chemical Society (ACS)

SP - 8749-8759

IS - 14

VL - 85

PMID - 32530622

SN - 0022-3263

SN - 1520-6904

ER -

BibTex |

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BibTex (up to 50 authors) Copy

@article{2020_Lvov,

author = {Andrey Lvov},

title = {Switching the Mallory Reaction to Synthesis of Naphthalenes, Benzannulated Heterocycles, and Their Derivatives},

journal = {Journal of Organic Chemistry},

year = {2020},

volume = {85},

publisher = {American Chemical Society (ACS)},

month = {jun},

url = {https://doi.org/10.1021/acs.joc.0c00924},

number = {14},

pages = {8749--8759},

doi = {10.1021/acs.joc.0c00924}

}

MLA

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MLA Copy

Lvov, Andrey. “Switching the Mallory Reaction to Synthesis of Naphthalenes, Benzannulated Heterocycles, and Their Derivatives.” Journal of Organic Chemistry, vol. 85, no. 14, Jun. 2020, pp. 8749-8759. https://doi.org/10.1021/acs.joc.0c00924.