, volume 13 , issue 15 , pages 3786-3789

Gold-Catalyzed Deacylative Cycloisomerization Reactions of 3-Acylindole/ynes: A New Approach for Carbazole Synthesis

Lu Wang ¹

Guijie Li ¹

Yuanhong Liu ¹

Hide authors affiliations Show authors affiliations: 1 affiliation

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, People’s Republic of China |

Publication type: Journal Article

Publication date: 2011-07-06

American Chemical Society (ACS)

Organic Letters

scimago Q1

wos Q1

SJR: 1.235

CiteScore: 8.7

Impact factor: 5.0

ISSN: 15237060, 15237052

DOI: 10.1021/ol2012154

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PubMed ID: 21732593

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Abstract

The synthesis of functionalized carbazoles through gold-catalyzed deacylative cycloisomerization of 3-acylindole/ynes is described. A mechanistic proposal for these transformations involving a novel carbonyl group facilitated heterolytic fragmentation upon the loss of an acylium ion intermediate is presented. The eliminated acylium ion species could be trapped by the organogold intermediate to afford acylcarbazoles.

Found

1 citation

Lvov Andrey

DSc in Chemistry

79 publications, 1 121 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

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Wang L., Li G., Liu Y. Gold-Catalyzed Deacylative Cycloisomerization Reactions of 3-Acylindole/ynes: A New Approach for Carbazole Synthesis // Organic Letters. 2011. Vol. 13. No. 15. pp. 3786-3789.

GOST all authors (up to 50) Copy

Wang L., Li G., Liu Y. Gold-Catalyzed Deacylative Cycloisomerization Reactions of 3-Acylindole/ynes: A New Approach for Carbazole Synthesis // Organic Letters. 2011. Vol. 13. No. 15. pp. 3786-3789.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1021/ol2012154

UR - https://doi.org/10.1021/ol2012154

TI - Gold-Catalyzed Deacylative Cycloisomerization Reactions of 3-Acylindole/ynes: A New Approach for Carbazole Synthesis

T2 - Organic Letters

AU - Wang, Lu

AU - Li, Guijie

AU - Liu, Yuanhong

PY - 2011

DA - 2011/07/06

PB - American Chemical Society (ACS)

SP - 3786-3789

IS - 15

VL - 13

PMID - 21732593

SN - 1523-7060

SN - 1523-7052

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2011_Wang,

author = {Lu Wang and Guijie Li and Yuanhong Liu},

title = {Gold-Catalyzed Deacylative Cycloisomerization Reactions of 3-Acylindole/ynes: A New Approach for Carbazole Synthesis},

journal = {Organic Letters},

year = {2011},

volume = {13},

publisher = {American Chemical Society (ACS)},

month = {jul},

url = {https://doi.org/10.1021/ol2012154},

number = {15},

pages = {3786--3789},

doi = {10.1021/ol2012154}

}

MLA

Cite this

MLA Copy

Wang, Lu, et al. “Gold-Catalyzed Deacylative Cycloisomerization Reactions of 3-Acylindole/ynes: A New Approach for Carbazole Synthesis.” Organic Letters, vol. 13, no. 15, Jul. 2011, pp. 3786-3789. https://doi.org/10.1021/ol2012154.

Publisher

American Chemical Society (ACS)

Journal

Organic Letters

scimago Q1

wos Q1

SJR

1.235

CiteScore

8.7

Impact factor

5.0

ISSN

15237060 (Print)

15237052 (Electronic)