Tetrahedron

Convenient access to substituted acridines by a Buchwald–Hartwig amination

R Csuk, A Barthel, C Raschke

Index: Csuk, Rene; Barthel, Alexander; Raschke, Christian Tetrahedron, 2004 , vol. 60, # 27 p. 5737 - 5750

Full Text: HTML

Citation Number: 43

Abstract

A convenient, high yield procedure for the synthesis of anthranilic acids carrying a variety of different substituents as well as their straightforward transformation into the corresponding 9- chloroacridines could be established by using modified Buchwald–Hartwig amination conditions.

 Related Synthetic Route
2-(3-methoxyphenylamino)-5-nitrobenzoic acid Structure

6686-66-4

2-(3-methoxyphe...

~79%

9-chloro-5-methoxy-3-nitroacridine Structure

1744-99-6

9-chloro-5-meth...

dimethyl 1,1'-diphenylamine-2,2'-dicarboxylate Structure

34069-89-1

dimethyl 1,1'-d...

~78%

Benzoic acid,2,2'-iminobis- Structure

579-92-0

Benzoic acid,2,...

Methyl 2-iodobenzoate Structure

610-97-9

Methyl 2-iodobe...

~%

Benzoic acid,2,2'-iminobis- Structure

579-92-0

Benzoic acid,2,...

Methyl 2-aminobenzoate Structure

134-20-3

Methyl 2-aminob...

~%

Benzoic acid,2,2'-iminobis- Structure

579-92-0

Benzoic acid,2,...

2-((4-METHOXYPHENYL)AMINO)BENZOIC ACID Structure

13501-67-2

2-((4-METHOXYPH...

~90%

9-chloro-2-methoxyacridine Structure

16492-13-0

9-chloro-2-meth...

2-Anisidine Structure

90-04-0

2-Anisidine

~%

9-chloro-2-methoxyacridine Structure

16492-13-0

9-chloro-2-meth...

methyl 2-[4-(trifluoromethoxy)anilino]benzoate Structure

741280-97-7

methyl 2-[4-(tr...

~94%

N-(4-TRIFLUOROMETHOXYPHENYL)ANTHRANILIC ACID Structure

51679-41-5

N-(4-TRIFLUOROM...

4-(Trifluoromethoxy)aniline Structure

461-82-5

4-(Trifluoromet...

~%

N-(4-TRIFLUOROMETHOXYPHENYL)ANTHRANILIC ACID Structure

51679-41-5

N-(4-TRIFLUOROM...

Methyl 2-iodobenzoate Structure

610-97-9

Methyl 2-iodobe...

~%

N-(4-TRIFLUOROMETHOXYPHENYL)ANTHRANILIC ACID Structure

51679-41-5

N-(4-TRIFLUOROM...

2-Chloro-4-nitrobenzoic acid Structure

99-60-5

2-Chloro-4-nitr...

2-Anisidine Structure

90-04-0

2-Anisidine

~63%

2-(2-methoxyanilino)-4-nitrobenzoic acid Structure

1744-93-0

2-(2-methoxyani...

2-Anisidine Structure

90-04-0

2-Anisidine

2-Chlorobenzoic acid Structure

118-91-2

2-Chlorobenzoic acid

~50%

2-((4-METHOXYPHENYL)AMINO)BENZOIC ACID Structure

13501-67-2

2-((4-METHOXYPH...

methyl 2-(3-fluoroanilino)benzoate Structure

741280-99-9

methyl 2-(3-flu...

~95%

2-(3-Fluorophenylamino)benzoic acid Structure

54-59-1

2-(3-Fluorophen...

N-(4-TRIFLUOROMETHOXYPHENYL)ANTHRANILIC ACID Structure

51679-41-5

N-(4-TRIFLUOROM...

~92%

9-chloro-2-(trifluoromethoxy)acridine Structure

741281-21-0

9-chloro-2-(tri...

4-(Trifluoromethoxy)aniline Structure

461-82-5

4-(Trifluoromet...

~%

9-chloro-2-(trifluoromethoxy)acridine Structure

741281-21-0

9-chloro-2-(tri...

Methyl 2-iodobenzoate Structure

610-97-9

Methyl 2-iodobe...

~%

9-chloro-2-(trifluoromethoxy)acridine Structure

741281-21-0

9-chloro-2-(tri...

methyl 2-[4-(trifluoromethoxy)anilino]benzoate Structure

741280-97-7

methyl 2-[4-(tr...

~%

9-chloro-2-(trifluoromethoxy)acridine Structure

741281-21-0

9-chloro-2-(tri...


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