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

Thermolysis of thiophenedicarboxylic acid anhydrides as a route to five-membered hetarynes

MG Reinecke, JG Newsom…

Index: Journal of the American Chemical Society, , vol. 103, # 10 p. 2760 - 2769

Full Text: HTML

Citation Number: 32

Abstract

... 0 1981 American Chemical Society ... and us ... 8 9 10 because among the five-membered heterocycles thiophene parallels benzene most closely in its chemistry.23 Results and Discussion While the parallel between thermolytic and mass spectral behavior of a compound is not ...

2,3-Thiophenedicarboxylic anhydride Structure

2,3-Thiophenedi...

~1%

4H-Cyclopenta[2,1-b:3,4-b']dithiophen-4-one Structure

4H-Cyclopenta[2...

Benzo[1,2-b;4,5-b']dithiophene-4,8-dione Structure

Benzo[1,2-b;4,5...

2,3-Thiophenedicarboxylate Structure

2,3-Thiophenedi...

~%

4H-Cyclopenta[2,1-b:3,4-b']dithiophen-4-one Structure

4H-Cyclopenta[2...

1H-Indene-1,2,3-trione Structure

1H-Indene-1,2,3...

~%

2-Phenylthiophene Structure

2-Phenylthiophene

Triphenylene Structure

Naphthalene Structure

Detail

Thiophene(SIV) Structure

1H-Indene-1,2,3-trione Structure

1H-Indene-1,2,3...

~%

2-Phenylthiophene Structure

2-Phenylthiophene

Triphenylene Structure

Detail

2,3-Thiophenedicarboxylic anhydride Structure

2,3-Thiophenedi...

benzene Structure

~16%

2-Phenylthiophene Structure

2-Phenylthiophene

3-Phenylthiophene Structure

3-Phenylthiophene

Detail

1H-Indene-1,2,3-trione Structure

1H-Indene-1,2,3...

~%

2-Phenylthiophene Structure

2-Phenylthiophene

Triphenylene Structure

Naphthalene Structure

Detail

Thiophene(SIV) Structure

1H-Indene-1,2,3-trione Structure

1H-Indene-1,2,3...

~%

2-Phenylthiophene Structure

2-Phenylthiophene

Triphenylene Structure

Detail

1,4-dihydro-1,4-methano naphthalene Structure

1,4-dihydro-1,4...

~%

9H-benzo[7]annulene Structure

9H-benzo[7]annulene

1-Methylnaphthalene Structure

1-Methylnaphthalene

2-Methylnaphthalene Structure

2-Methylnaphthalene

2,3-Thiophenedicarboxylic anhydride Structure

2,3-Thiophenedi...

Cyclopentadiene Structure

Cyclopentadiene

~7%

6-Methylbenzo[b]thiophene Structure

6-Methylbenzo[b...

5-Methyl-1-benzothiophene Structure

5-Methyl-1-benz...

Detail

2,3-Thiophenedicarboxylic anhydride Structure

2,3-Thiophenedi...

Cyclopentadiene Structure

Cyclopentadiene

~0%

6-Methylbenzo[b]thiophene Structure

6-Methylbenzo[b...

5-Methyl-1-benzothiophene Structure

5-Methyl-1-benz...

Detail

2,3-Thiophenedicarboxylic anhydride Structure

2,3-Thiophenedi...

benzene Structure

~1%

2-Phenylthiophene Structure

2-Phenylthiophene

3-Phenylthiophene Structure

3-Phenylthiophene

Detail

2,3-Thiophenedicarboxylic anhydride Structure

2,3-Thiophenedi...

~24%

Benzo[1,2-b;4,5-b']dithiophene-4,8-dione Structure

Benzo[1,2-b;4,5...

2,3-Thiophenedicarboxylic anhydride Structure

2,3-Thiophenedi...

~0%

4H-Cyclopenta[2,1-b:3,4-b']dithiophen-4-one Structure

4H-Cyclopenta[2...

Benzo[1,2-b;4,5-b']dithiophene-4,8-dione Structure

Benzo[1,2-b;4,5...

1H,3H-Thieno[3,4-c]furan-1,3-dione Structure

1H,3H-Thieno[3,...

~0%

Benzo[1,2-b;4,5-b']dithiophene-4,8-dione Structure

Benzo[1,2-b;4,5...

Thiopheno(3,4-f)benzo(b)thiophene-4,8-dione Structure

Thiopheno(3,4-f...

2,3-Thiophenedicarboxylic anhydride Structure

2,3-Thiophenedi...

Cyclopentadiene Structure

Cyclopentadiene

~0%

6-Methylbenzo[b]thiophene Structure

6-Methylbenzo[b...

5-Methyl-1-benzothiophene Structure

5-Methyl-1-benz...

Detail

1,4-dihydro-1,4-methano naphthalene Structure

1,4-dihydro-1,4...

~%

9H-benzo[7]annulene Structure

9H-benzo[7]annulene

1-Methylnaphthalene Structure

1-Methylnaphthalene

2-Methylnaphthalene Structure

2-Methylnaphthalene

1H-Indene-1,2,3-trione Structure

1H-Indene-1,2,3...

~0%

2-Phenylthiophene Structure

2-Phenylthiophene

Naphthalene Structure

9-Fluorenone Structure

Detail

1H-Indene-1,2,3-trione Structure

1H-Indene-1,2,3...

~0%

2-Phenylthiophene Structure

2-Phenylthiophene

Naphthalene Structure

Phenanthrene-9,10-dione Structure

Phenanthrene-9,...

Detail

1H-Indene-1,2,3-trione Structure

1H-Indene-1,2,3...

~%

2-Phenylthiophene Structure

2-Phenylthiophene

Triphenylene Structure

Naphthalene Structure

Detail

2,3-Thiophenedicarboxylic anhydride Structure

2,3-Thiophenedi...

benzene Structure

~0%

2-Phenylthiophene Structure

2-Phenylthiophene

3-Phenylthiophene Structure

3-Phenylthiophene

Detail

Thiophene(SIV) Structure

1H-Indene-1,2,3-trione Structure

1H-Indene-1,2,3...

~%

2-Phenylthiophene Structure

2-Phenylthiophene

Triphenylene Structure

Detail