Synthesis

, volume 49 , issue 21 , pages 4845-4852

On-Water Silver(I)-Catalyzed Cycloisomerization of Acetylenic Free Amines/Amides towards 7-Azaindole/Indole/Isoquinolone Derivatives

Qiong Xie ^{1, 2}

Liming Shao ^{1, 2}

Hongpeng Sun ¹

Xiao Li ¹

Wei Li ^{1, 2}

Hide authors affiliations Show authors affiliations: 2 affiliations

School of Pharmacy, Fudan University |

Shanghai Center for Drug Discovery & Development |

Publication type: Journal Article

Publication date: 2017-07-25

Georg Thieme Verlag KG

Synthesis

scimago Q2

wos Q2

SJR: 0.559

CiteScore: 4.6

Impact factor: 2.3

ISSN: 00397881, 1437210X

DOI: 10.1055/s-0036-1589072

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Catalysis

Organic Chemistry

Abstract

Silver-catalyzed on-water intramolecular cyclization of acetylenic free amines is reported, which affords 7-azaindoles in good to excellent yields. Neither strong base/acid catalysts nor N-substituted substrates are required to achieve this cycloisomerization. Hydrogen bonds between water medium and the substrates play an important role in improving chemical reactivity and regioselectivity. Furthermore, the on-water reaction is extendable to acetylenic amides for isoquinolone synthesis.

Found

1 citation

Loginov Dmitry

🥼

DSc in Chemistry

126 publications, 1 795 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

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

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GOST Copy

Xie Q. et al. On-Water Silver(I)-Catalyzed Cycloisomerization of Acetylenic Free Amines/Amides towards 7-Azaindole/Indole/Isoquinolone Derivatives // Synthesis. 2017. Vol. 49. No. 21. pp. 4845-4852.

GOST all authors (up to 50) Copy

Xie Q., Shao L., Sun H., Xiao Li, Li W. On-Water Silver(I)-Catalyzed Cycloisomerization of Acetylenic Free Amines/Amides towards 7-Azaindole/Indole/Isoquinolone Derivatives // Synthesis. 2017. Vol. 49. No. 21. pp. 4845-4852.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1055/s-0036-1589072

UR - https://doi.org/10.1055/s-0036-1589072

TI - On-Water Silver(I)-Catalyzed Cycloisomerization of Acetylenic Free Amines/Amides towards 7-Azaindole/Indole/Isoquinolone Derivatives

T2 - Synthesis

AU - Xie, Qiong

AU - Shao, Liming

AU - Sun, Hongpeng

AU - Xiao Li

AU - Li, Wei

PY - 2017

DA - 2017/07/25

PB - Georg Thieme Verlag KG

SP - 4845-4852

IS - 21

VL - 49

SN - 0039-7881

SN - 1437-210X

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2017_Xie,

author = {Qiong Xie and Liming Shao and Hongpeng Sun and Xiao Li and Wei Li},

title = {On-Water Silver(I)-Catalyzed Cycloisomerization of Acetylenic Free Amines/Amides towards 7-Azaindole/Indole/Isoquinolone Derivatives},

journal = {Synthesis},

year = {2017},

volume = {49},

publisher = {Georg Thieme Verlag KG},

month = {jul},

url = {https://doi.org/10.1055/s-0036-1589072},

number = {21},

pages = {4845--4852},

doi = {10.1055/s-0036-1589072}

}

MLA

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MLA Copy

Xie, Qiong, et al. “On-Water Silver(I)-Catalyzed Cycloisomerization of Acetylenic Free Amines/Amides towards 7-Azaindole/Indole/Isoquinolone Derivatives.” Synthesis, vol. 49, no. 21, Jul. 2017, pp. 4845-4852. https://doi.org/10.1055/s-0036-1589072.

Publisher

Georg Thieme Verlag KG

Journal

Synthesis

scimago Q2

wos Q2

SJR

0.559

CiteScore

4.6

Impact factor

2.3

ISSN

00397881 (Print)

1437210X (Electronic)