Photoinduced Alkylation of Diazines with N -(Acyloxy)phthalimides in the Presence of Triethylamine

Itziar Guerrero; Eugene Yew Kun Tan; Yuliang Liu; Lee J. Edwards; Shunsuke Chiba

doi:10.1055/a-2182-7416

Photoinduced Alkylation of Diazines with N -(Acyloxy)phthalimides in the Presence of Triethylamine

Itziar Guerrero, Eugene Yew Kun Tan, Yuliang Liu, Lee J. Edwards, Shunsuke Chiba^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

2 Citations (Scopus)

Abstract

A photochemical protocol for the alkylation of diazines (pyrimidines, pyrazines, and pyridazines) with N -(acyloxy)phthalimides has been developed. The process is facilitated by the presence of triethylamine under irradiation with 427-390 nm light; this enables rapid cross-coupling reactions to construct a wide range of alkylated diazines.

Original language	English
Pages (from-to)	3261-3276
Number of pages	16
Journal	Synthesis
Volume	56
Issue number	21
DOIs	https://doi.org/10.1055/a-2182-7416
Publication status	Published - Nov 6 2023
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2023. Thieme. All rights reserved.

ASJC Scopus Subject Areas

Catalysis
Organic Chemistry

Keywords

diazines
electron donor-acceptor (EDA) complexes
Minisci-type alkylation
N -(acyloxy)phthalimides
radicals

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10.1055/a-2182-7416

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title = "Photoinduced Alkylation of Diazines with N -(Acyloxy)phthalimides in the Presence of Triethylamine",

abstract = "A photochemical protocol for the alkylation of diazines (pyrimidines, pyrazines, and pyridazines) with N -(acyloxy)phthalimides has been developed. The process is facilitated by the presence of triethylamine under irradiation with 427-390 nm light; this enables rapid cross-coupling reactions to construct a wide range of alkylated diazines.",

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author = "Itziar Guerrero and Tan, {Eugene Yew Kun} and Yuliang Liu and Edwards, {Lee J.} and Shunsuke Chiba",

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AU - Guerrero, Itziar

AU - Tan, Eugene Yew Kun

AU - Liu, Yuliang

AU - Edwards, Lee J.

AU - Chiba, Shunsuke

PY - 2023/11/6

Y1 - 2023/11/6

N2 - A photochemical protocol for the alkylation of diazines (pyrimidines, pyrazines, and pyridazines) with N -(acyloxy)phthalimides has been developed. The process is facilitated by the presence of triethylamine under irradiation with 427-390 nm light; this enables rapid cross-coupling reactions to construct a wide range of alkylated diazines.

AB - A photochemical protocol for the alkylation of diazines (pyrimidines, pyrazines, and pyridazines) with N -(acyloxy)phthalimides has been developed. The process is facilitated by the presence of triethylamine under irradiation with 427-390 nm light; this enables rapid cross-coupling reactions to construct a wide range of alkylated diazines.

KW - diazines

KW - electron donor-acceptor (EDA) complexes

KW - Minisci-type alkylation

KW - N -(acyloxy)phthalimides

KW - radicals

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JO - Synthesis

JF - Synthesis

IS - 21

ER -

Photoinduced Alkylation of Diazines with N -(Acyloxy)phthalimides in the Presence of Triethylamine

Abstract

Bibliographical note

ASJC Scopus Subject Areas

Keywords

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