Ultraviolet-Light-Induced P–H Insertion of α-Halocarbenes

An intriguing P-H insertion of arylhalodiazirines with <i>H</i>-phosphorus oxides under ultraviolet-light irradiation is described. This methodology provides an efficient and straightforward route to the construction of a variety of α<i>-</i>halophosphorus oxides in good yields (≤95%), which represents a unique example of P-H insertion of α<i>-</i>halocarbenes for C-P bond formation. The metal-free protocol features the advantages of mild reaction conditions, high atom economy, and environmental friendliness.

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Publication Details

Journal
Organic Letters
Published
2024-11-29
DOI
https://doi.org/10.1021/acs.orglett.4c04049
Citations
6
Primary Topic
Cyclopropane Reaction Mechanisms
Type
article
Field-Weighted Citation Impact
1.50

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article

Ultraviolet-Light-Induced P–H Insertion of α-Halocarbenes

Xiu Gu, Jun Rong Jiang, Nan Huang, Chenyu Liu et al.
6 citations
Organic Letters
Cyclopropane Reaction Mechanisms
1.50
article

Ultraviolet-Light-Induced P–H Insertion of α-Halocarbenes

Xiu Gu, Jun Rong Jiang, Nan Huang, Chenyu Liu, Min Zhang, Yifei Zhang
article en
6 citations

Abstract

An intriguing P-H insertion of arylhalodiazirines with <i>H</i>-phosphorus oxides under ultraviolet-light irradiation is described. This methodology provides an efficient and straightforward route to the construction of a variety of α<i>-</i>halophosphorus oxides in good yields (≤95%), which represents a unique example of P-H insertion of α<i>-</i>halocarbenes for C-P bond formation. The metal-free protocol features the advantages of mild reaction conditions, high atom economy, and environmental friendliness.

Organic LettersVol. 26(49)
Guangxi University (CN)
Natural Science Foundation of Guangxi Zhuang Autonomous Region, National Natural Science Foundation of China
Openalex Percentile: Top 18%
Cyclopropane Reaction Mechanisms
1.50
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