, том 19 , издание 2 , страницы 312-315

Unified Approach to (Thio)chromenones via One-Pot Friedel–Crafts Acylation/Cyclization: Distinctive Mechanistic Pathways of β-Chlorovinyl Ketones

Hun Young Kim ¹

Eunsun Song ¹

Kyungsoo Oh ¹

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Center for Metareceptome Research, College of Pharmacy, Chung-Ang University, 84 Heukseok-ro, Dongjak, Seoul 06974, Republic of Korea |

Тип публикации: Journal Article

Дата публикации: 2016-12-30

American Chemical Society (ACS)

Organic Letters

scimago Q1

wos Q1

БС1

SJR: 1.235

CiteScore: 8.7

Impact factor: 5.0

ISSN: 15237060, 15237052

DOI: 10.1021/acs.orglett.6b03348

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PubMed ID: 28035830

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Краткое описание

A facile synthetic method to chromenones and thiochromenones has been developed using a one-pot Friedel-Crafts acylation of alkynes with suitably substituted benzoyl chlorides. This unified approach to (thio)chromenones is readily applicable to aryl- and alkylalkynes where the stereochemically well-defined β-chlorovinyl ketone intermediates undergo distinctively different cyclization pathways. The ready availability of both starting materials, alkynes and benzoyl chlorides, coupled with the experimental simplicity makes the current synthetic method to (thio)chromenones fast, efficient, and practical.

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Институт элементоорганических соединений им. А.Н. Несмеянова РАН

Институт органической химии им. Н.Д. Зелинского РАН

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Kim H. Y., Song E., Oh K. Unified Approach to (Thio)chromenones via One-Pot Friedel–Crafts Acylation/Cyclization: Distinctive Mechanistic Pathways of β-Chlorovinyl Ketones // Organic Letters. 2016. Vol. 19. No. 2. pp. 312-315.

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TY - JOUR

DO - 10.1021/acs.orglett.6b03348

UR - https://doi.org/10.1021/acs.orglett.6b03348

TI - Unified Approach to (Thio)chromenones via One-Pot Friedel–Crafts Acylation/Cyclization: Distinctive Mechanistic Pathways of β-Chlorovinyl Ketones

T2 - Organic Letters

AU - Kim, Hun Young

AU - Song, Eunsun

AU - Oh, Kyungsoo

PY - 2016

DA - 2016/12/30

PB - American Chemical Society (ACS)

SP - 312-315

IS - 2

VL - 19

PMID - 28035830

SN - 1523-7060

SN - 1523-7052

ER -

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@article{2016_Kim,

author = {Hun Young Kim and Eunsun Song and Kyungsoo Oh},

title = {Unified Approach to (Thio)chromenones via One-Pot Friedel–Crafts Acylation/Cyclization: Distinctive Mechanistic Pathways of β-Chlorovinyl Ketones},

journal = {Organic Letters},

year = {2016},

volume = {19},

publisher = {American Chemical Society (ACS)},

month = {dec},

url = {https://doi.org/10.1021/acs.orglett.6b03348},

number = {2},

pages = {312--315},

doi = {10.1021/acs.orglett.6b03348}

}

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Kim, Hun Young, et al. “Unified Approach to (Thio)chromenones via One-Pot Friedel–Crafts Acylation/Cyclization: Distinctive Mechanistic Pathways of β-Chlorovinyl Ketones.” Organic Letters, vol. 19, no. 2, Dec. 2016, pp. 312-315. https://doi.org/10.1021/acs.orglett.6b03348.

Издатель

American Chemical Society (ACS)

Журнал

Organic Letters

scimago Q1

wos Q1

БС1

SJR

1.235

CiteScore

8.7

Impact factor

5.0

ISSN

15237060 (Print)

15237052 (Electronic)