Reactions of Arylhalocarbenes with Vinyl Isocyanates

Rigby, James H.; Aasmul, Mona

doi:10.3987/com-03-s(p)22

Cited by 6 publications

(3 citation statements)

References 5 publications

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“…Rigby and Aasmul employed diazirine 100 in cyclopropanation of vinyl isocyanates 101 to obtain functionalized cyclopropane 102 after methanolysis in average yield (Scheme 38). [69] …”

Section: Arylflurocarbenesmentioning

confidence: 99%

Recent Advances in Monofluorinated Carbenes, Carbenoids, Ylides, and Related Species

Sperga,

Veliks

2023

Chemistry A European J

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The synthesis of monofluorinated compounds is of great interest because of the vast applications of organofluorine compounds. Recently, the introduction of monofluorocarbene synthons has emerged as an important strategy for the synthesis of fluorine‐containing products. In contrast to direct fluorination, in which C−F bonds are formed, the use of monofluorinated carbenes and related reactive species involves C−C or C−X bond formation while delivering valuable fluorine atoms into the target structure. Owing to increased knowledge on carbon‐carbon and carbon‐heteroatom bond formations, monofluorinated carbenes have enormous potential for the synthesis of organofluorine compounds, which, in our opinion, has not yet been fully exploited. This review summarizes the recent advances in the synthetic applications of monofluorinated carbenes, carbenoids, ylides, and related species.

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“…Rigby and Aasmul employed diazirine 100 in cyclopropanation of vinyl isocyanates 101 to obtain functionalized cyclopropane 102 after methanolysis in average yield (Scheme 38). [69] …”

Section: Arylflurocarbenesmentioning

confidence: 99%

Recent Advances in Monofluorinated Carbenes, Carbenoids, Ylides, and Related Species

Sperga,

Veliks

2023

Chemistry A European J

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“…The thermolysis of arylhalodiazirines was investigated in the presence of 1-cyclohexene-1-isocyanate by Rigby (Scheme 11). 23 Scheme 11 Reactions of arylhalocarbenes with vinyl isocyanates…”

Section: Scheme 10 Photolysis Of Electron-poor Arylhalocarbenes With ...mentioning

confidence: 99%

“…Furthermore, the thermolysis of aryl halodiazirines was investigated in the presence of 1-cyclohexene-1-isocyanate by Rigby (Scheme 11 ). 23…”

Section: Cyclopropanation Of Aryl Halodiazirinesmentioning

confidence: 99%

Halodiazirines as Valuable Reagents for the Synthesis of Halocyclopropanes

Malets

Mazur

et al. 2022

Synthesis

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A Rhodium(II)‐Catalyzed Formal [4+1]‐Cycloaddition toward Spirooxindole Pyrrolone Construction Employing Vinyl Isocyanates as 1,4‐Dipoles

Meloche

Ashfeld

2017

Angewandte Chemie

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Reactions of Arylhalocarbenes with Vinyl Isocyanates

Cited by 6 publications

References 5 publications

Recent Advances in Monofluorinated Carbenes, Carbenoids, Ylides, and Related Species

Recent Advances in Monofluorinated Carbenes, Carbenoids, Ylides, and Related Species

Halodiazirines as Valuable Reagents for the Synthesis of Halocyclopropanes

A Rhodium(II)‐Catalyzed Formal [4+1]‐Cycloaddition toward Spirooxindole Pyrrolone Construction Employing Vinyl Isocyanates as 1,4‐Dipoles

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Reactions of Arylhalocarbenes with Vinyl Isocyanates

Cited by 6 publications

References 5 publications

Recent Advances in Monofluorinated Carbenes, Carbenoids, Ylides, and Related Species

Recent Advances in Monofluorinated Carbenes, Carbenoids, Ylides, and Related Species

Halodiazirines as Valuable Reagents for the Synthesis of Halocyclo­propanes

A Rhodium(II)‐Catalyzed Formal [4+1]‐Cycloaddition toward Spirooxindole Pyrrolone Construction Employing Vinyl Isocyanates as 1,4‐Dipoles

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Halodiazirines as Valuable Reagents for the Synthesis of Halocyclopropanes