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

Dissecting Alkynes: Full Cleavage of Polarized C C Moiety via Sequential Bis-Michael Addition/Retro-Mannich Cascade

S Roy, MP Davydova, R Pal, K Gilmore…

Index: Journal of Organic Chemistry, , vol. 76, # 18 p. 7482 - 7490

Full Text: HTML

Citation Number: 35

Abstract

... The Journal of Organic ... Department of Chemistry and Biochemistry, Florida State University, Tallahassee, Florida 32306, United States. J. Org. ... lending itself to a variety of cascade transformations.(1) Expanding earlier studies on the development of new organic reactions where ...

1-(4-chlorophenyl)-3-phenylprop-2-yn-1-one Structure

1-(4-chlorophen...

1,2-Ethanediamine Structure

1,2-Ethanediamine

~78%

2-Phenyl Imidazoline Structure

2-Phenyl Imidazoline

1-(4-Chlorophenyl)ethanone Structure

1-(4-Chlorophen...

3-PHENYL-1-P-TOLYL-PROPYNONE Structure

3-PHENYL-1-P-TO...

1,2-Ethanediamine Structure

1,2-Ethanediamine

~62%

2-Phenyl Imidazoline Structure

2-Phenyl Imidazoline

4'-Methylacetophenone Structure

4'-Methylacetop...

1,2-Ethanediamine Structure

1,2-Ethanediamine

1-(4-fluorophenyl)-3-phenyl-2-propyn-1-one Structure

1-(4-fluorophen...

~94%

2-Phenyl Imidazoline Structure

2-Phenyl Imidazoline

4'-Fluoroacetophenone Structure

4'-Fluoroacetop...

N/A Structure

1,2-Ethanediamine Structure

1,2-Ethanediamine

~83%

2-Phenyl Imidazoline Structure

2-Phenyl Imidazoline

N/A Structure

Detail

N/A Structure

1,2-Ethanediamine Structure

1,2-Ethanediamine

~77%

2-Phenyl Imidazoline Structure

2-Phenyl Imidazoline

2-Acetonaphthone Structure

2-Acetonaphthone

1,2-Ethanediamine Structure

1,2-Ethanediamine

2-Propyn-1-one, 1,3-diphenyl- Structure

2-Propyn-1-one,...

~70%

2-Phenyl Imidazoline Structure

2-Phenyl Imidazoline

(Z)-3-((2-aminoethyl)amino)-1,3-diphenylprop-2-en-1-one Structure

(Z)-3-((2-amino...

Detail

1,2-Ethanediamine Structure

1,2-Ethanediamine

1-(4-fluorophenyl)-3-phenyl-2-propyn-1-one Structure

1-(4-fluorophen...

~58%

2-Phenyl Imidazoline Structure

2-Phenyl Imidazoline

N/A Structure

Detail

1-(4-chlorophenyl)-3-phenylprop-2-yn-1-one Structure

1-(4-chlorophen...

1,2-Ethanediamine Structure

1,2-Ethanediamine

~56%

2-Phenyl Imidazoline Structure

2-Phenyl Imidazoline

(Z)-3-((2-aminoethyl)amino)-1-(4-chlorophenyl)-3-phenylprop-2-en-1-one Structure

(Z)-3-((2-amino...

Detail

3-PHENYL-1-P-TOLYL-PROPYNONE Structure

3-PHENYL-1-P-TO...

1,2-Ethanediamine Structure

1,2-Ethanediamine

~55%

2-Phenyl Imidazoline Structure

2-Phenyl Imidazoline

(Z)-3-((2-aminoethyl)amino)-3-phenyl-1-(p-tolyl)prop-2-en-1-one Structure

(Z)-3-((2-amino...

Detail

Phenylacetylene Structure

Phenylacetylene

~%

2-Phenyl Imidazoline Structure

2-Phenyl Imidazoline

p-toluoyl chloride Structure

p-toluoyl chloride

~%

2-Phenyl Imidazoline Structure

2-Phenyl Imidazoline

4'-Methylacetophenone Structure

4'-Methylacetop...

Phenylacetylene Structure

Phenylacetylene

~%

2-Phenyl Imidazoline Structure

2-Phenyl Imidazoline

N/A Structure

Phenylacetylene Structure

Phenylacetylene

~%

2-Phenyl Imidazoline Structure

2-Phenyl Imidazoline

(Z)-3-((2-aminoethyl)amino)-1-(4-chlorophenyl)-3-phenylprop-2-en-1-one Structure

(Z)-3-((2-amino...

1-(3,4,5-trimethoxyphenyl)-3-phenylprop-2-yn-1-one Structure

1-(3,4,5-trimet...

1,2-Ethanediamine Structure

1,2-Ethanediamine

~43%

2-Phenyl Imidazoline Structure

2-Phenyl Imidazoline

3',4',5'-Trimethoxyacetophenone Structure

3',4',5'-Trimet...

Detail

Phenylacetylene Structure

Phenylacetylene

2-naphthoic chloride Structure

2-naphthoic chloride

~%

2-Phenyl Imidazoline Structure

2-Phenyl Imidazoline

2-Acetonaphthone Structure

2-Acetonaphthone

Benzoyl chloride Structure

Benzoyl chloride

Phenylacetylene Structure

Phenylacetylene

~%

2-Phenyl Imidazoline Structure

2-Phenyl Imidazoline

(Z)-3-((2-aminoethyl)amino)-1,3-diphenylprop-2-en-1-one Structure

(Z)-3-((2-amino...

Detail

1-(3,4,5-trimethoxyphenyl)-3-phenylprop-2-yn-1-one Structure

1-(3,4,5-trimet...

1,2-Ethanediamine Structure

1,2-Ethanediamine

~45%

2-Phenyl Imidazoline Structure

2-Phenyl Imidazoline

3',4',5'-Trimethoxyacetophenone Structure

3',4',5'-Trimet...

Detail

1,2-Ethanediamine Structure

1,2-Ethanediamine

3-(4-methoxyphenyl)-1-(3,4,5-trimethoxyphenyl)prop-2-yn-1-one Structure

3-(4-methoxyphe...

~46%

1H-Imidazole,4,5-dihydro-2-(4-methoxyphenyl)- Structure

1H-Imidazole,4,...

3',4',5'-Trimethoxyacetophenone Structure

3',4',5'-Trimet...

Detail

1-(4-chlorophenyl)-3-phenylprop-2-yn-1-one Structure

1-(4-chlorophen...

1,2-Ethanediamine Structure

1,2-Ethanediamine

~55%

2-Phenyl Imidazoline Structure

2-Phenyl Imidazoline

1-(4-Chlorophenyl)ethanone Structure

1-(4-Chlorophen...

1-(4-chlorophenyl)-3-phenylprop-2-yn-1-one Structure

1-(4-chlorophen...

1,2-Ethanediamine Structure

1,2-Ethanediamine

~38%

2-Phenyl Imidazoline Structure

2-Phenyl Imidazoline

(Z)-3-((2-aminoethyl)amino)-1-(4-chlorophenyl)-3-phenylprop-2-en-1-one Structure

(Z)-3-((2-amino...

Detail

4-Chlorobenzoyl chloride Structure

4-Chlorobenzoyl...

~%

(Z)-3-((2-aminoethyl)amino)-1-(4-chlorophenyl)-3-phenylprop-2-en-1-one Structure

(Z)-3-((2-amino...

1-(4-Chlorophenyl)ethanone Structure

1-(4-Chlorophen...

3-PHENYL-1-P-TOLYL-PROPYNONE Structure

3-PHENYL-1-P-TO...

1,2-Ethanediamine Structure

1,2-Ethanediamine

~49%

2-Phenyl Imidazoline Structure

2-Phenyl Imidazoline

4'-Methylacetophenone Structure

4'-Methylacetop...

3-PHENYL-1-P-TOLYL-PROPYNONE Structure

3-PHENYL-1-P-TO...

1,2-Ethanediamine Structure

1,2-Ethanediamine

~26%

2-Phenyl Imidazoline Structure

2-Phenyl Imidazoline

(Z)-3-((2-aminoethyl)amino)-3-phenyl-1-(p-tolyl)prop-2-en-1-one Structure

(Z)-3-((2-amino...

Detail

p-toluoyl chloride Structure

p-toluoyl chloride

~%

2-Phenyl Imidazoline Structure

2-Phenyl Imidazoline

4'-Methylacetophenone Structure

4'-Methylacetop...

p-toluoyl chloride Structure

p-toluoyl chloride

~%

(Z)-3-((2-aminoethyl)amino)-3-phenyl-1-(p-tolyl)prop-2-en-1-one Structure

(Z)-3-((2-amino...

4'-Methylacetophenone Structure

4'-Methylacetop...

N/A Structure

1,2-Ethanediamine Structure

1,2-Ethanediamine

~51%

2-Phenyl Imidazoline Structure

2-Phenyl Imidazoline

N/A Structure

Detail

N/A Structure

1,2-Ethanediamine Structure

1,2-Ethanediamine

~34%

2-Phenyl Imidazoline Structure

2-Phenyl Imidazoline

2-Acetonaphthone Structure

2-Acetonaphthone

2-naphthoic chloride Structure

2-naphthoic chloride

~%

2-Acetonaphthone Structure

2-Acetonaphthone

Phenylacetylene Structure

Phenylacetylene

2-naphthoic chloride Structure

2-naphthoic chloride

~%

2-Phenyl Imidazoline Structure

2-Phenyl Imidazoline

2-Acetonaphthone Structure

2-Acetonaphthone

Desulfitative Carbon–Carbon Cross??Coupling of Thioamide Fra...

[Prokopcova, Hana; Kappe, C. Oliver Advanced Synthesis and Catalysis, 2007 , vol. 349, # 3 p. 448 - 452]

Direct oxidative conversion of aldehydes and alcohols to 2-i...

[Ishihara, Midori; Togo, Hideo Tetrahedron, 2007 , vol. 63, # 6 p. 1474 - 1480]

Direct oxidative conversion of aldehydes and alcohols to 2-i...

[Ishihara, Midori; Togo, Hideo Tetrahedron, 2007 , vol. 63, # 6 p. 1474 - 1480]

One-pot synthesis of imidazolines from aldehydes: detailed s...

[Tetrahedron, , vol. 63, # 3 p. 638 - 643]

Facile preparation of 2-imidazolines from aldehydes with ter...

[Synthesis, , # 13 p. 1939 - 1942]