Organic Letters

, volume 23 , issue 16 , pages 6423-6428

Mechanochemical Magnesium-Mediated Minisci C–H Alkylation of Pyrimidines with Alkyl Bromides and Chlorides

Chongyang Wu ¹

Ying Tao ¹

Xinjie Yang ¹

Weike Su ¹

Alexandr V Dushkin ^{1, 2}

Jingbo Yu ¹

Hide authors affiliations Show authors affiliations: 2 affiliations

National Engineering Research Center for Process Development of Active Pharmaceutical Ingredients, Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology. Hangzhou 310014, P.R. China |

Institute of Solid-State Chemistry and Mechanochemistry, Novosibirsk 630128, Russia |

Publication type: Journal Article

Publication date: 2021-08-05

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/acs.orglett.1c02241

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PubMed ID: 34351160

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Abstract

A novel method to synthesize 4-alkylpyrimidines by the mechanochemical magnesium-mediated Minisci reaction of pyrimidine derivatives and alkyl halides has been reported. The reaction process operates with a broad substrate scope and excellent regioselectivity under mild conditions with no requirement of transition-metal catalysts, solvents, and inert gas protection. The practicality of this protocol has been demonstrated by the up-scale synthesis, mechanochemical product derivatization, and antimalarial drug pyrimethamine preparation.

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Wu C. et al. Mechanochemical Magnesium-Mediated Minisci C–H Alkylation of Pyrimidines with Alkyl Bromides and Chlorides // Organic Letters. 2021. Vol. 23. No. 16. pp. 6423-6428.

GOST all authors (up to 50) Copy

Wu C., Tao Y., Yang X., Su W., Dushkin A. V., Yu J. Mechanochemical Magnesium-Mediated Minisci C–H Alkylation of Pyrimidines with Alkyl Bromides and Chlorides // Organic Letters. 2021. Vol. 23. No. 16. pp. 6423-6428.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1021/acs.orglett.1c02241

UR - https://doi.org/10.1021/acs.orglett.1c02241

TI - Mechanochemical Magnesium-Mediated Minisci C–H Alkylation of Pyrimidines with Alkyl Bromides and Chlorides

T2 - Organic Letters

AU - Wu, Chongyang

AU - Tao, Ying

AU - Yang, Xinjie

AU - Su, Weike

AU - Dushkin, Alexandr V

AU - Yu, Jingbo

PY - 2021

DA - 2021/08/05

PB - American Chemical Society (ACS)

SP - 6423-6428

IS - 16

VL - 23

PMID - 34351160

SN - 1523-7060

SN - 1523-7052

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2021_Wu,

author = {Chongyang Wu and Ying Tao and Xinjie Yang and Weike Su and Alexandr V Dushkin and Jingbo Yu},

title = {Mechanochemical Magnesium-Mediated Minisci C–H Alkylation of Pyrimidines with Alkyl Bromides and Chlorides},

journal = {Organic Letters},

year = {2021},

volume = {23},

publisher = {American Chemical Society (ACS)},

month = {aug},

url = {https://doi.org/10.1021/acs.orglett.1c02241},

number = {16},

pages = {6423--6428},

doi = {10.1021/acs.orglett.1c02241}

}

MLA

Cite this

MLA Copy

Wu, Chongyang, et al. “Mechanochemical Magnesium-Mediated Minisci C–H Alkylation of Pyrimidines with Alkyl Bromides and Chlorides.” Organic Letters, vol. 23, no. 16, Aug. 2021, pp. 6423-6428. https://doi.org/10.1021/acs.orglett.1c02241.

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)