Organic Letters

, том 23 , издание 5 , страницы 1554-1560

Synthesis of Multideuterated (Hetero)aryl Bromides by Ag(I)-Catalyzed H/D Exchange

Тип публикации: Journal Article

Дата публикации: 2021-02-15

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.0c04139

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PubMed ID: 33586989

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Краткое описание

Deterium-labeled (hetero)aryl bromide is one of the most widespread applicable motifs to achieve important deuterated architectures for various scientific applications. Traditionally, these deterium-labeled (hetero)aryl bromides are commonly prepared via multistep syntheses. Herein, we disclose a direct H/D exchange protocol for deuteration of (hetero)aryl bromides using Ag2CO3 as catalyst and D2O as deuterium source. This protocol is highly efficient, simply manipulated, and appliable for deuterium-labeling of over 55 (hetero)aryl bromides including bioactive druglike molecules and key intermediates of functional materials. In addition, this method showed distinguishing site-selectivity toward the existing transition-metal-catalyzed HIE process, leading to multideuterated (hetero)aryl bromides in one step.

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Journal of Organic Chemistry	Journal of Organic Chemistry, 4, 11.11% Journal of Organic Chemistry 4 публикации, 11.11%
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Chinese Journal of Organic Chemistry	Chinese Journal of Organic Chemistry, 2, 5.56% Chinese Journal of Organic Chemistry 2 публикации, 5.56%
Tetrahedron Letters	Tetrahedron Letters, 2, 5.56% Tetrahedron Letters 2 публикации, 5.56%
Organic Letters	Organic Letters, 2, 5.56% Organic Letters 2 публикации, 5.56%
European Journal of Organic Chemistry	European Journal of Organic Chemistry, 2, 5.56% European Journal of Organic Chemistry 2 публикации, 5.56%
Advanced Synthesis and Catalysis	Advanced Synthesis and Catalysis, 2, 5.56% Advanced Synthesis and Catalysis 2 публикации, 5.56%
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Chemistry - A European Journal	Chemistry - A European Journal, 1, 2.78% Chemistry - A European Journal 1 публикация, 2.78%
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American Chemical Society (ACS)	American Chemical Society (ACS), 10, 27.78% American Chemical Society (ACS) 10 публикаций, 27.78%
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Shanghai Institute of Organic Chemistry	Shanghai Institute of Organic Chemistry, 2, 5.56% Shanghai Institute of Organic Chemistry 2 публикации, 5.56%
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Hu G. Q. et al. Synthesis of Multideuterated (Hetero)aryl Bromides by Ag(I)-Catalyzed H/D Exchange // Organic Letters. 2021. Vol. 23. No. 5. pp. 1554-1560.

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Hu G. Q., Bai J., Li E. C., Liu K. H., Sheng F. F., Zhang H. H. Synthesis of Multideuterated (Hetero)aryl Bromides by Ag(I)-Catalyzed H/D Exchange // Organic Letters. 2021. Vol. 23. No. 5. pp. 1554-1560.

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TY - JOUR

DO - 10.1021/acs.orglett.0c04139

UR - https://doi.org/10.1021/acs.orglett.0c04139

TI - Synthesis of Multideuterated (Hetero)aryl Bromides by Ag(I)-Catalyzed H/D Exchange

T2 - Organic Letters

AU - Hu, Guang Qi

AU - Bai, Jing-Wen

AU - Li, En Ci

AU - Liu, Kai Hui

AU - Sheng, Fei Fei

AU - Zhang, Hong Hai

PY - 2021

DA - 2021/02/15

PB - American Chemical Society (ACS)

SP - 1554-1560

IS - 5

VL - 23

PMID - 33586989

SN - 1523-7060

SN - 1523-7052

ER -

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@article{2021_Hu,

author = {Guang Qi Hu and Jing-Wen Bai and En Ci Li and Kai Hui Liu and Fei Fei Sheng and Hong Hai Zhang},

title = {Synthesis of Multideuterated (Hetero)aryl Bromides by Ag(I)-Catalyzed H/D Exchange},

journal = {Organic Letters},

year = {2021},

volume = {23},

publisher = {American Chemical Society (ACS)},

month = {feb},

url = {https://doi.org/10.1021/acs.orglett.0c04139},

number = {5},

pages = {1554--1560},

doi = {10.1021/acs.orglett.0c04139}

}

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Hu, Guang Qi, et al. “Synthesis of Multideuterated (Hetero)aryl Bromides by Ag(I)-Catalyzed H/D Exchange.” Organic Letters, vol. 23, no. 5, Feb. 2021, pp. 1554-1560. https://doi.org/10.1021/acs.orglett.0c04139.

Издатель

American Chemical Society (ACS)

Журнал

Organic Letters

SCImago Q1

Tоп 10% SCImago

WOS Q1

БС1