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

The Journal of organic chemistry

Efficient microwave access to polysubstituted amidines from imidoylbenzotriazoles

AR Katritzky, C Cai, SK Singh

Index: Katritzky, Alan R.; Cai, Chunming; Singh, Sandeep K. Journal of Organic Chemistry, 2006 , vol. 71, # 9 p. 3375 - 3380

Full Text: HTML

Citation Number: 100

Abstract

Microwave reactions of primary and secondary amines with imidoylbenzotriazoles 6a-w gave diversely substituted amidines 7a-Aa in 76-94% yields. Convenient preparations of a variety of amides 5a-Ab (87-96%) and imidoylbenzotriazoles 6a-w (56-95%) have also been developed using microwave irradiation under mild conditions and short reaction times. These results demonstrate further the advantages of microwave synthesis and introduce a ...

p-Toluidine Structure

N/A Structure

~92%

N-(4-methylphenyl)-3-phenylpropanamide Structure

N-(4-methylphen...

Hydrocinnamic acid Structure

Hydrocinnamic acid

~%

N-(4-methylphenyl)-3-phenylpropanamide Structure

N-(4-methylphen...

1H-Benzotriazole Structure

1H-Benzotriazole

acetic acid Structure

~96%

1-(benzotriazol-1-yl)ethanone Structure

1-(benzotriazol...

p-Toluidine Structure

(E)-1-(1H-Benzo[d][1,2,3]triazol-1-yl)-3-phenylprop-2-en-1-one Structure

(E)-1-(1H-Benzo...

~85%

(E)-N-(4-Methylphenyl)-3-phenyl-prop-2-enamide Structure

(E)-N-(4-Methyl...

Cinnamic acid Structure

~%

(E)-N-(4-Methylphenyl)-3-phenyl-prop-2-enamide Structure

(E)-N-(4-Methyl...

Cyclohexylamine Structure

Cyclohexylamine

benzotriazol-1-yl(furan-2-yl)methanone Structure

benzotriazol-1-...

~94%

2-Furancarboxamide,N-cyclohexyl- Structure

2-Furancarboxam...

1-(1H-1,2,3-benzotriazol-1-yl)-2-phenyl-1-ethanone Structure

1-(1H-1,2,3-ben...

Benzylamine Structure

~91%

N-benzyl-2-phenyl-acetamide Structure

N-benzyl-2-phen...

(1H-Benzo[d][1,2,3]triazol-1-yl)(phenyl)methanone Structure

(1H-Benzo[d][1,...

p-Anisidine Structure

~89%

Benzamide,N-(4-methoxyphenyl)- Structure

Benzamide,N-(4-...

1H-Benzotriazole Structure

1H-Benzotriazole

benzoic acid Structure

~97%

(1H-Benzo[d][1,2,3]triazol-1-yl)(phenyl)methanone Structure

(1H-Benzo[d][1,...

1-(4-Nitrobenzoyl)-1H-1,2,3-benzotriazole Structure

1-(4-Nitrobenzo...

Benzylamine Structure

~97%

Benzamide,4-nitro-N-(phenylmethyl)- Structure

Benzamide,4-nit...

4-Nitrobenzoic acid Structure

4-Nitrobenzoic acid

~%

Benzamide,4-nitro-N-(phenylmethyl)- Structure

Benzamide,4-nit...

Benzylamine Structure

1,1'-(1,4-phenylenedicarbonyl)bis-(1H-1,2,3-benzotriazole) Structure

1,1'-(1,4-pheny...

~94%

1,4-Benzenedicarboxamide,N1,N4-bis(phenylmethyl)- Structure

1,4-Benzenedica...

1H-Benzotriazole Structure

1H-Benzotriazole

4-Methylbenzoic acid Structure

4-Methylbenzoic acid

~92%

1-(4-Methylbenzoyl)-1H-benzotriazole Structure

1-(4-Methylbenz...

p-Toluidine Structure

1H-1,2,3-benzotriazol-1-yl(n-hexyl)methanone Structure

1H-1,2,3-benzot...

~93%

N-(4-methylphenyl)heptanamide Structure

N-(4-methylphen...

n-heptanoic acid Structure

n-heptanoic acid

~%

N-(4-methylphenyl)heptanamide Structure

N-(4-methylphen...

2-Aminopyridine Structure

2-Aminopyridine

(1H-Benzo[d][1,2,3]triazol-1-yl)(phenyl)methanone Structure

(1H-Benzo[d][1,...

~91%

N-(Pyridin-2-yl)benzamide Structure

N-(Pyridin-2-yl...

benzoic acid Structure

~%

N-(Pyridin-2-yl)benzamide Structure

N-(Pyridin-2-yl...

p-Toluidine Structure

benzotriazol-1-yl-(4-chlorophenyl)methanone Structure

benzotriazol-1-...

~90%

Benzamide,4-chloro-N-(4-methylphenyl)- Structure

Benzamide,4-chl...

Benzylamine Structure

benzotriazol-1-yl(thiophen-2-yl)methanone Structure

benzotriazol-1-...

~92%

N-benzylthiophene-2-carboxamide Structure

N-benzylthiophe...

Furfurylamine Structure

(1H-Benzo[d][1,2,3]triazol-1-yl)(phenyl)methanone Structure

(1H-Benzo[d][1,...

~87%

Benzamide,N-(2-furanylmethyl)- Structure

Benzamide,N-(2-...

benzoic acid Structure

~%

Benzamide,N-(2-furanylmethyl)- Structure

Benzamide,N-(2-...

p-Toluidine Structure

1H-1,2,3-benzotriazol-1-yl(cyclohexyl)methanone Structure

1H-1,2,3-benzot...

~96%

N-(4-methylphenyl)cyclohexanecarboxamide Structure

N-(4-methylphen...

Cyclohexanecarboxylic acid Structure

Cyclohexanecarb...

~%

N-(4-methylphenyl)cyclohexanecarboxamide Structure

N-(4-methylphen...

n-butylamine Structure

1-(4-Methylbenzoyl)-1H-benzotriazole Structure

1-(4-Methylbenz...

~92%

Benzamide,N-butyl-4-methyl- Structure

Benzamide,N-but...

4-Methylbenzoic acid Structure

4-Methylbenzoic acid

~%

Benzamide,N-butyl-4-methyl- Structure

Benzamide,N-but...

p-Toluidine Structure

1-(1H-1,2,3-benzotriazol-1-yl)-2-phenyl-1-ethanone Structure

1-(1H-1,2,3-ben...

~88%

N-(4-methylphenyl)-2-phenylacetamide Structure

N-(4-methylphen...

Phenylacetic acid Structure

Phenylacetic acid

~%

N-(4-methylphenyl)-2-phenylacetamide Structure

N-(4-methylphen...

1-(benzotriazol-1-yl)ethanone Structure

1-(benzotriazol...

p-Toluidine Structure

~92%

4'-Methylacetanilide Structure

4'-Methylacetanilide

1-(4-Nitrobenzoyl)-1H-1,2,3-benzotriazole Structure

1-(4-Nitrobenzo...

Structure

~96%

Benzamide,4-nitro-N-phenyl- Structure

Benzamide,4-nit...

Furan-2-carboxylic acid Structure

Furan-2-carboxy...

1H-Benzotriazole Structure

1H-Benzotriazole

~89%

benzotriazol-1-yl(furan-2-yl)methanone Structure

benzotriazol-1-...

p-Toluidine Structure

1-(4-Methylbenzoyl)-1H-benzotriazole Structure

1-(4-Methylbenz...

~93%

4-methyl-N-(4-methylphenyl)benzamide Structure

4-methyl-N-(4-m...

p-Toluidine Structure

benzotriazol-1-yl(furan-2-yl)methanone Structure

benzotriazol-1-...

~96%

N-(4-methylphenyl)furan-2-carboxamide Structure

N-(4-methylphen...

N/A Structure

Benzylamine Structure

~89%

Benzamide,4-methoxy-N-(phenylmethyl)- Structure

Benzamide,4-met...

p-Anisic acid Structure

~%

Benzamide,4-methoxy-N-(phenylmethyl)- Structure

Benzamide,4-met...

Hydrocinnamic acid Structure

Hydrocinnamic acid

~%

N-benzyl-3-phenylpropanamide Structure

N-benzyl-3-phen...

The ruthenium-catalyzed reduction and reductive N-alkylation...

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Convenient synthesis of acetaminophen analogues containing α...

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