Publication:

Cross-Coupling Reactions of 5-Bromo-1,2,3-triazine

Date

Date

Date
2022
Journal Article
Published version

Citations

Citation copied

Hoff, L. V., Hauser, J. M., & Gademann, K. (2022). Cross-Coupling Reactions of 5-Bromo-1,2,3-triazine. Journal of Organic Chemistry, 87(22), 15684–15692. https://doi.org/10.1021/acs.joc.2c02082

Abstract

Abstract

Abstract

An efficient Pd catalyzed cross-coupling method for 5-bromo-1,2,3-triazine is described. Optimization of the reaction conditions allowed for the preparation of a representative scope of (hetero)aryl-1,2,3-triazines (20 examples, up to 97% yield). The reaction scope was evaluated using a data science enabled boronic acid chemical space to assess the generality of the method. Additionally, diversification of the resulting products enabled the preparation of pyrimidines and pyridines in yields of up to 80% and in only two steps.

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1496 since deposited on 2023-01-10
Acq. date: 2025-11-14

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79 since deposited on 2023-01-10
Acq. date: 2025-11-14

Additional indexing

Creators (Authors)

Journal/Series Title

Journal/Series Title

Journal/Series Title

Volume

Volume

Volume
87

Number

Number

Number
22

Page range/Item number

Page range/Item number

Page range/Item number
15684

Page end

Page end

Page end
15692

Item Type

Item Type

Item Type
Journal Article

Dewey Decimal Classifikation

Dewey Decimal Classifikation

Dewey Decimal Classifikation

Keywords

Organic Chemistry

Language

Language

Language
English

Publication date

Publication date

Publication date
2022-11-18

Date available

Date available

Date available
2023-01-10

Publisher

Publisher

Publisher

ISSN or e-ISSN

ISSN or e-ISSN

ISSN or e-ISSN
0022-3263

Additional Information

Additional Information

Additional Information
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of Organic Chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://pubs.acs.org/page/copyright/permissions.html.

OA Status

OA Status

OA Status
Green

PubMed ID

PubMed ID

PubMed ID

Metrics

Downloads

1496 since deposited on 2023-01-10
Acq. date: 2025-11-14

Views

79 since deposited on 2023-01-10
Acq. date: 2025-11-14

Citations

Citation copied

Hoff, L. V., Hauser, J. M., & Gademann, K. (2022). Cross-Coupling Reactions of 5-Bromo-1,2,3-triazine. Journal of Organic Chemistry, 87(22), 15684–15692. https://doi.org/10.1021/acs.joc.2c02082

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