Organic Letters

, том 18 , издание 15 , страницы 3586-3589

Synthesis of Indole-2-carboxylate Derivatives via Palladium-Catalyzed Aerobic Amination of Aryl C–H Bonds

Тип публикации: Journal Article

Дата публикации: 2016-07-12

American Chemical Society (ACS)

Organic Letters

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SJR: 1.007

CiteScore: 7.7

Impact factor: 4.7

ISSN: 15237060, 15237052

DOI: 10.1021/acs.orglett.6b01592

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PubMed ID: 27404018

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Краткое описание

A direct oxidative C-H amination affording 1-acetyl indolecarboxylates starting from 2-acetamido-3-arylacrylates has been achieved. Indole-2-carboxylates can be targeted with a straightforward deacetylation of the initial reaction products. The C-H amination reaction is carried out using a catalytic Pd(II) source with oxygen as the terminal oxidant. The scope and application of this chemistry is demonstrated with good to high yields for numerous electron-rich and electron-poor substrates. Further reaction of selected products via Suzuki arylation and deacetylation provides access to highly functionalized indole structures.

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Clagg K. et al. Synthesis of Indole-2-carboxylate Derivatives via Palladium-Catalyzed Aerobic Amination of Aryl C–H Bonds // Organic Letters. 2016. Vol. 18. No. 15. pp. 3586-3589.

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Clagg K., HOU H., Weinstein A. B., Russell D. G., Stahl S. S., Koenig S. G. Synthesis of Indole-2-carboxylate Derivatives via Palladium-Catalyzed Aerobic Amination of Aryl C–H Bonds // Organic Letters. 2016. Vol. 18. No. 15. pp. 3586-3589.

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TY - JOUR

DO - 10.1021/acs.orglett.6b01592

UR - https://doi.org/10.1021/acs.orglett.6b01592

TI - Synthesis of Indole-2-carboxylate Derivatives via Palladium-Catalyzed Aerobic Amination of Aryl C–H Bonds

T2 - Organic Letters

AU - Clagg, Kyle

AU - HOU, HAIYUN

AU - Weinstein, Adam B

AU - Russell, David. G.

AU - Stahl, Shannon S.

AU - Koenig, Stefan G

PY - 2016

DA - 2016/07/12

PB - American Chemical Society (ACS)

SP - 3586-3589

IS - 15

VL - 18

PMID - 27404018

SN - 1523-7060

SN - 1523-7052

ER -

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@article{2016_Clagg,

author = {Kyle Clagg and HAIYUN HOU and Adam B Weinstein and David. G. Russell and Shannon S. Stahl and Stefan G Koenig},

title = {Synthesis of Indole-2-carboxylate Derivatives via Palladium-Catalyzed Aerobic Amination of Aryl C–H Bonds},

journal = {Organic Letters},

year = {2016},

volume = {18},

publisher = {American Chemical Society (ACS)},

month = {jul},

url = {https://doi.org/10.1021/acs.orglett.6b01592},

number = {15},

pages = {3586--3589},

doi = {10.1021/acs.orglett.6b01592}

}

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Clagg, Kyle, et al. “Synthesis of Indole-2-carboxylate Derivatives via Palladium-Catalyzed Aerobic Amination of Aryl C–H Bonds.” Organic Letters, vol. 18, no. 15, Jul. 2016, pp. 3586-3589. https://doi.org/10.1021/acs.orglett.6b01592.

Издатель

American Chemical Society (ACS)

Журнал

Organic Letters

SCImago Q1

Tоп 10% SCImago

WOS Q1

БС1