Journal of the American Chemical Society, volume 142, issue 3, pages 1211-1216

Organophotoredox-Catalyzed Decarboxylative C(sp³)–O Bond Formation

Shotaro Shibutani ¹

Taiga Kodo ¹

Mitsutaka Takeda ¹

Kazunori Nagao ¹

Norihito Tokunaga ²

Yusuke Sasaki ²

Hirohisa Ohmiya ^{1, 3}

Show full list: 7 authors

Hide authors affiliations Show authors affiliations: 3 affiliations

Division of Pharmaceutical Sciences, Graduate School of Medical Sciences, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan |

Drug Discovery Chemistry Laboratories, Neuroscience Drug Discovery Unit, Takeda Pharmaceutical Company, Ltd., 2-26-1, Muraoka-Higashi, Fujisawa, Kanagawa 251-8555, Japan |

JST, PRESTO, 4-1-8 HonCho, Kawaguchi, Saitama 332-0012, Japan |

Publication type: Journal Article

Publication date: 2020-01-03

American Chemical Society (ACS)

Journal: Journal of the American Chemical Society

scimago Q1

SJR: 5.489

CiteScore: 24.4

Impact factor: 14.4

ISSN: 00027863, 15205126

DOI: 10.1021/jacs.9b12335

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PubMed ID: 31898903

General Chemistry

Catalysis

Biochemistry

Colloid and Surface Chemistry

Abstract

This manuscript reports a visible-light-mediated organosulfide catalysis that enables the decarboxylative coupling between simple aliphatic alcohol and tertiary or secondary alkyl carboxylic acid-derived redox active esters to produce a C(sp3)-O-C(sp3) fragment. Results of the coupling using other heteroatom nucleophiles such as water, amides, and thiols are also described.

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GOST Copy

Shibutani S. et al. Organophotoredox-Catalyzed Decarboxylative C(sp3)–O Bond Formation // Journal of the American Chemical Society. 2020. Vol. 142. No. 3. pp. 1211-1216.

GOST all authors (up to 50) Copy

Shibutani S., Kodo T., Takeda M., Nagao K., Tokunaga N., Sasaki Y., Ohmiya H. Organophotoredox-Catalyzed Decarboxylative C(sp3)–O Bond Formation // Journal of the American Chemical Society. 2020. Vol. 142. No. 3. pp. 1211-1216.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1021/jacs.9b12335

UR - https://doi.org/10.1021/jacs.9b12335

TI - Organophotoredox-Catalyzed Decarboxylative C(sp3)–O Bond Formation

T2 - Journal of the American Chemical Society

AU - Shibutani, Shotaro

AU - Kodo, Taiga

AU - Takeda, Mitsutaka

AU - Nagao, Kazunori

AU - Tokunaga, Norihito

AU - Sasaki, Yusuke

AU - Ohmiya, Hirohisa

PY - 2020

DA - 2020/01/03

PB - American Chemical Society (ACS)

SP - 1211-1216

IS - 3

VL - 142

PMID - 31898903

SN - 0002-7863

SN - 1520-5126

ER -

BibTex |

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BibTex (up to 50 authors) Copy

@article{2020_Shibutani,

author = {Shotaro Shibutani and Taiga Kodo and Mitsutaka Takeda and Kazunori Nagao and Norihito Tokunaga and Yusuke Sasaki and Hirohisa Ohmiya},

title = {Organophotoredox-Catalyzed Decarboxylative C(sp3)–O Bond Formation},

journal = {Journal of the American Chemical Society},

year = {2020},

volume = {142},

publisher = {American Chemical Society (ACS)},

month = {jan},

url = {https://doi.org/10.1021/jacs.9b12335},

number = {3},

pages = {1211--1216},

doi = {10.1021/jacs.9b12335}

}

MLA

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MLA Copy

Shibutani, Shotaro, et al. “Organophotoredox-Catalyzed Decarboxylative C(sp3)–O Bond Formation.” Journal of the American Chemical Society, vol. 142, no. 3, Jan. 2020, pp. 1211-1216. https://doi.org/10.1021/jacs.9b12335.

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Publisher

American Chemical Society (ACS)

Journal

Journal of the American Chemical Society

scimago Q1

SJR

5.489

CiteScore

24.4

Impact factor

14.4

ISSN

00027863 (Print)

15205126 (Electronic)