Tetrahedron

The photochemistry of acyl azides—IX. Direct and sensitized photolytic generation of acylnitrenes for cycloaddition reactions

KU Clauss, K Buck, W Abraham

Index: Clauss, Kai-Uwe; Buck, Karin; Abraham, Werner Tetrahedron, 1995 , vol. 51, # 26 p. 7181 - 7192

Full Text: HTML

Citation Number: 16

Abstract

Contrary to ethoxycarbonylnitrene, selective reactions-including cyloadditions-can be carried out with benzoylnitrene. This study analyzes the sequence of reactivity of various bond types with respect to benzoylnitrene, which was generated by three different routes: ...

 Related Synthetic Route
benzoylazide Structure

582-61-6

benzoylazide

~99%

Phenylisocyanate Structure

103-71-9

Phenylisocyanate

Acetone Structure

67-64-1

Acetone

benzoylazide Structure

582-61-6

benzoylazide

~48%

1,3,4-Oxadiazole, 2-methyl-5-phenyl- Structure

4046-03-1

1,3,4-Oxadiazol...

5,5-dimethyl-3-phenyl-1,4,2-dioxazole Structure

13715-50-9

5,5-dimethyl-3-...

benzoylazide Structure

582-61-6

benzoylazide

2-Butanone Structure

78-93-3

2-Butanone

~20%

1,3,4-Oxadiazole, 2-methyl-5-phenyl- Structure

4046-03-1

1,3,4-Oxadiazol...

N/A Structure

13715-52-1

N/A

Acetone Structure

67-64-1

Acetone

benzoylazide Structure

582-61-6

benzoylazide

~8%

1,3,4-Oxadiazole, 2-methyl-5-phenyl- Structure

4046-03-1

1,3,4-Oxadiazol...

5,5-dimethyl-3-phenyl-1,4,2-dioxazole Structure

13715-50-9

5,5-dimethyl-3-...

But-2-yne Structure

503-17-3

But-2-yne

benzoylazide Structure

582-61-6

benzoylazide

~8%

1,3,4-Oxadiazole, 2-methyl-5-phenyl- Structure

4046-03-1

1,3,4-Oxadiazol...

4,5-dimethyl-2-phenyl-1,3-oxazole Structure

26028-53-5

4,5-dimethyl-2-...

Detail
Phenylacetylene Structure

536-74-3

Phenylacetylene

benzoylazide Structure

582-61-6

benzoylazide

~10%

1,3,4-Oxadiazole, 2-methyl-5-phenyl- Structure

4046-03-1

1,3,4-Oxadiazol...

2,5-Diphenyloxazole Structure

92-71-7

2,5-Diphenyloxazole

Detail
Diphenylacetylene Structure

501-65-5

Diphenylacetylene

benzoylazide Structure

582-61-6

benzoylazide

~7%

1,3,4-Oxadiazole, 2-methyl-5-phenyl- Structure

4046-03-1

1,3,4-Oxadiazol...

Benzilam Structure

573-34-2

Benzilam

Detail
benzoylazide Structure

582-61-6

benzoylazide

Acetonitrile Structure

75-05-8

Acetonitrile

~%

1,3,4-Oxadiazole, 2-methyl-5-phenyl- Structure

4046-03-1

1,3,4-Oxadiazol...

cyclohexane Structure

110-82-7

cyclohexane

benzoylazide Structure

582-61-6

benzoylazide

~5%

P-401 Structure

1759-68-8

P-401

Benzamide Structure

55-21-0

Benzamide

Detail
But-2-yne Structure

503-17-3

But-2-yne

benzoylazide Structure

582-61-6

benzoylazide

~24%

1,3,4-Oxadiazole, 2-methyl-5-phenyl- Structure

4046-03-1

1,3,4-Oxadiazol...

4,5-dimethyl-2-phenyl-1,3-oxazole Structure

26028-53-5

4,5-dimethyl-2-...

Detail

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