e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

The photochemical addition of N-haloamides to olefins: the influence of various factors on the competition between 1, 2-addition and hydrogen abstraction

J Lessard, M Mondon…

Index: Canadian Journal of Chemistry, , vol. 59, p. 431 - 450

Full Text: HTML

Citation Number: 29

Abstract

... Nantes, 44606 Saint-Nazaire, France. mechanism proposed for N-chloro and N- 0008-404218 1102043 1-20$01.00/0 01981 National Research Council of CanadaIConseil national de recherches du Canada Page 2. 432 CAN. J. CHEM. VOL. 59, 1981 bromosuccinimide): ...

N-chloro-alpha-chloroacetamide Structure

N-chloro-alpha-...

2-chloro-N-(2,2-dimethoxycyclohexyl)acetamide Structure

2-chloro-N-(2,2...

~%

α-chloroacetamidocyclohexanone Structure

α-chloroacetami...

UNII:1134E5H2KV Structure

UNII:1134E5H2KV

Detail Learn More

dodecene Structure

N/A Structure

~25%

N-Methyltrifluoroacetamide Structure

N-Methyltrifluo...

N-(2-chlorododecyl)-2,2,2-trifluoro-N-methylacetamide Structure

N-(2-chlorodode...

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N-chloropentanamide Structure

N-chloropentanamide

~%

ZV4 Structure

4-chloropentanamide Structure

4-chloropentanamide

N/A Structure

Detail Learn More

N-chloropentanamide Structure

N-chloropentanamide

Cyclohexene Structure

~%

ZV4 Structure

4-chloropentanamide Structure

4-chloropentanamide

Detail Learn More

N-chloro-N-methylchloroacetamide Structure

N-chloro-N-meth...

~88%

2-Chloro-N-methylacetamide Structure

2-Chloro-N-meth...

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dodecene Structure

N-chloro-N-methylchloroacetamide Structure

N-chloro-N-meth...

~71%

2-Chloro-N-methylacetamide Structure

2-Chloro-N-meth...

2-chloro-N-(2-chlorododecyl)-N-methylacetamide Structure

2-chloro-N-(2-c...

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octene Structure

N/A Structure

~51%

Carbamic acid,N-methyl-, ethyl ester Structure

Carbamic acid,N...

ethyl N-(2-chlorooctyl)-N-methylcarbamate Structure

ethyl N-(2-chlo...

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N/A Structure

~48%

Carbamic acid,N-methyl-, ethyl ester Structure

Carbamic acid,N...

ethyl N-(2-chlorooctyl)-N-methylcarbamate Structure

ethyl N-(2-chlo...

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α-fluoro-N-bromoacetamide Structure

α-fluoro-N-brom...

~30%

Fluoroacetamide Structure

Fluoroacetamide

N-((1S,2R)-2-bromocyclohexyl)-2-fluoroacetamide Structure

N-((1S,2R)-2-br...

N-((1S,2R)-2-bromocyclohexyl)-2-fluoroacetamide Structure

N-((1S,2R)-2-br...

Learn More

N-chloro-2-fluoroacetamide Structure

N-chloro-2-fluo...

~7%

Fluoroacetamide Structure

Fluoroacetamide

N/A Structure

N/A Structure

Learn More

α-fluoro-N-bromoacetamide Structure

α-fluoro-N-brom...

Cyclohexene Structure

~29%

Fluoroacetamide Structure

Fluoroacetamide

N-((1S,2R)-2-bromocyclohexyl)-2-fluoroacetamide Structure

N-((1S,2R)-2-br...

Detail Learn More

N-chloro-2-fluoroacetamide Structure

N-chloro-2-fluo...

Cyclohexene Structure

~6%

Fluoroacetamide Structure

Fluoroacetamide

N/A Structure

Detail Learn More

N-chloroacetamide Structure

N-chloroacetamide

benzene Structure

~7%

Acetamide Structure

trans-1-chloro-2-acetamido cyclohexane Structure

trans-1-chloro-...

Detail Learn More

N-chloropentanamide Structure

N-chloropentanamide

~%

2-Pyrrolidinone,5-methyl Structure

2-Pyrrolidinone...

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3,N-Dichlorpropionamid Structure

3,N-Dichlorprop...

~28%

Propanamide, 3-chloro Structure

Propanamide, 3-...

N/A Structure

N/A Structure

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3,N-Dichlorpropionamid Structure

3,N-Dichlorprop...

Cyclohexene Structure

~27%

Propanamide, 3-chloro Structure

Propanamide, 3-...

N/A Structure

Detail Learn More

N-bromo-2,2,2-trichloroacetamide Structure

N-bromo-2,2,2-t...

~14%

2,2,2-Trichloroacetamide Structure

2,2,2-Trichloro...

N/A Structure

N/A Structure

Learn More

dodecene Structure

N-bromo-2,2,2-trichloroacetamide Structure

N-bromo-2,2,2-t...

~13%

2,2,2-Trichloroacetamide Structure

2,2,2-Trichloro...

N-(2-bromododecyl)-2,2,2-trichloroacetamide Structure

N-(2-bromododec...

Learn More

N-bromo-2,2,2-trichloroacetamide Structure

N-bromo-2,2,2-t...

Cyclohexene Structure

~13%

2,2,2-Trichloroacetamide Structure

2,2,2-Trichloro...

N/A Structure

Detail Learn More

NORBORNENE Structure

N,2,2,2-tetrachloro-Acetamine Structure

N,2,2,2-tetrach...

~1%

2,2,2-Trichloroacetamide Structure

2,2,2-Trichloro...

2,2,2-trichloro-N-((1R,2S,3S,4S)-3-chlorobicyclo[2.2.1]heptan-2-yl)acetamide Structure

2,2,2-trichloro...

Detail Learn More

Cyclohexene Structure

N-Bromoacetamide Structure

N-Bromoacetamide

~67%

Acetamide Structure

trans-1-(N-acetylamino)-2-bromocyclohexane Structure

trans-1-(N-acet...

Detail Learn More

1-METHYL-1-CYCLOHEXENE Structure

1-METHYL-1-CYCL...

N-chloroacetamide Structure

N-chloroacetamide

~36%

Acetamide Structure

N/A Structure

Detail Learn More

NORBORNENE Structure

N-chloroacetamide Structure

N-chloroacetamide

~38%

Acetamide Structure

N/A Structure

Detail Learn More

N-chloroacetamide Structure

N-chloroacetamide

Cyclohexene Structure

~38%

Acetamide Structure

trans-1-chloro-2-acetamido cyclohexane Structure

trans-1-chloro-...

Detail Learn More

N-chloroacetamide Structure

N-chloroacetamide

benzene Structure

~49%

Acetamide Structure

trans-1-chloro-2-acetamido cyclohexane Structure

trans-1-chloro-...

Detail Learn More

1-METHYL-1-CYCLOHEXENE Structure

1-METHYL-1-CYCL...

N-chloroacetamide Structure

N-chloroacetamide

~38%

Acetamide Structure

N-((1S,2S)-2-chloro-1-methylcyclohexyl)acetamide Structure

N-((1S,2S)-2-ch...

Detail Learn More

Cyclohexene Structure

~7%

4-chlorocyclohexene Structure

4-chlorocyclohexene

3-chlorocyclohexene Structure

3-chlorocyclohexene

Learn More

N-chloropentanamide Structure

N-chloropentanamide

~%

γ-Valerolactone Structure

γ-Valerolactone

Pentanoic acid Structure

Learn More

N-chloropentanamide Structure

N-chloropentanamide

~%

γ-Valerolactone Structure

γ-Valerolactone

Pentanoic acid Structure

Learn More

1-METHYL-1-CYCLOHEXENE Structure

1-METHYL-1-CYCL...

N-chloro-N-methylacetamide Structure

N-chloro-N-meth...

~73%

N-Methylacetamide Structure

N-Methylacetamide

N-((1S,2S)-2-chloro-1-methylcyclohexyl)acetamide Structure

N-((1S,2S)-2-ch...

Learn More

N-chloro-N-methylacetamide Structure

N-chloro-N-meth...

Cyclohexene Structure

~69%

N-Methylacetamide Structure

N-Methylacetamide

trans-1-chloro-2-acetamido cyclohexane Structure

trans-1-chloro-...

Learn More

N-chloro-N-methylacetamide Structure

N-chloro-N-meth...

~8%

N-Methylacetamide Structure

N-Methylacetamide

N-methyl-N,N'-methylenebisacetamide Structure

N-methyl-N,N'-m...

Learn More

N-chloro-alpha-chloroacetamide Structure

N-chloro-alpha-...

1-Chlorocyclohexene Structure

1-Chlorocyclohexene

~59%

2-chloro-N-(2,2-dichlorocyclohexyl)acetamide Structure

2-chloro-N-(2,2...

2-Chloroacetamide Structure

2-Chloroacetamide

Learn More

1-METHYL-1-CYCLOHEXENE Structure

1-METHYL-1-CYCL...

α-chloro-N-bromoacetamide Structure

α-chloro-N-brom...

~35%

N-((1S,2R)-2-bromo-2-methylcyclohexyl)-2-chloroacetamide Structure

N-((1S,2R)-2-br...

N-((1S,2R)-2-bromo-2-methylcyclohexyl)-2-chloroacetamide Structure

N-((1S,2R)-2-br...

Detail Learn More

N-chloro-alpha-chloroacetamide Structure

N-chloro-alpha-...

Ethanone,1-(1-cyclohexen-1-yl) Structure

Ethanone,1-(1-c...

~29%

N-((1S,2R)-2-acetyl-2-chlorocyclohexyl)-2-chloroacetamide Structure

N-((1S,2R)-2-ac...

N-((1S,2R)-2-acetyl-2-chlorocyclohexyl)-2-chloroacetamide Structure

N-((1S,2R)-2-ac...

Detail Learn More

dodecene Structure

α-chloro-N-bromoacetamide Structure

α-chloro-N-brom...

~30%

N/A Structure

2-Chloroacetamide Structure

2-Chloroacetamide

Learn More

1-METHYL-1-CYCLOHEXENE Structure

1-METHYL-1-CYCL...

N-chloro-alpha-chloroacetamide Structure

N-chloro-alpha-...

~7%

N/A Structure

2-Chloroacetamide Structure

2-Chloroacetamide

Learn More

dodecene Structure

N-chloro-alpha-chloroacetamide Structure

N-chloro-alpha-...

~3%

N/A Structure

2-Chloroacetamide Structure

2-Chloroacetamide

Learn More

N-chloro-alpha-chloroacetamide Structure

N-chloro-alpha-...

Cyclohexene Structure

~11%

trans-1-chloro-2-acetamido cyclohexane Structure

trans-1-chloro-...

N/A Structure

Detail Learn More

(1-methoxyethylidene)cyclohexane Structure

(1-methoxyethyl...

~%

1-(1-chlorocyclohexyl)ethanone Structure

1-(1-chlorocycl...

2-Chloroacetamide Structure

2-Chloroacetamide

Learn More

N-chloro-alpha-chloroacetamide Structure

N-chloro-alpha-...

2-chloro-N-(2,2-dimethoxycyclohexyl)acetamide Structure

2-chloro-N-(2,2...

~%

α-chloroacetamidocyclohexanone Structure

α-chloroacetami...

UNII:1134E5H2KV Structure

UNII:1134E5H2KV

Detail Learn More

1-Methoxycyclohexene Structure

1-Methoxycyclohexene

~%

2-bromo-cyclo-hexanone Structure

2-bromo-cyclo-h...

2-Chloroacetamide Structure

2-Chloroacetamide

Learn More

Sulfuryl chloride as a reagent for selective chlorination of...

[Journal of Organic Chemistry, , vol. 46, # 22 p. 4486 - 4489]

Reactions of enol silyl ethers with N-halosuccinimide-a step...

[Tetrahedron Letters, , vol. 27, # 23 p. 2563 - 2566]

Indirect electrooxidation of halohydrins by a double mediato...

[Bulletin of the Chemical Society of Japan, , vol. 63, # 3 p. 852 - 855]

Oxidation of cycloalkanols to the corresponding cycloalkanon...

[Bulletin of the Chemical Society of Japan, , vol. 63, # 3 p. 947 - 949]

Addition of NOCl to cyclic vinylsilanes: an unexpected rever...

[Tetrahedron Letters, , vol. 42, # 13 p. 2565 - 2568]