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

Tetrahedron

Polyfluorophenyl acetylenes and related compounds

I Barrow, AE Pedler

Index: Barrow,I.; Pedler,A.E. Tetrahedron, 1976 , vol. 32, p. 1829 - 1834

Full Text: HTML

Citation Number: 7

Abstract

From the reaction of pentafluoro-and 4-substituted-tetrafluoroiodobenzene (the substituent group R being CF3-, H-, CH3-or CH3O-) with copper (I) 3-(2′-tetrahydropyranyloxy) prop-1- ynide has been obtained the corresponding 3-(polyfluorophenyl) prop-2-ynol derivative. Where R= N (CH3) 2-and NH2-the acetylenic alcohol was not obtained; these were synthesized by the reaction of dimethylamine and ammonia with 3-(pentafluorophenyl) ...

3-(2,3,5,6-tetrafluoro-4-methoxyphenyl)prop-2-yn-1-ol Structure

3-(2,3,5,6-tetr...

~%

1-ethynyl-2,3,5,6-tetrafluoro-4-methoxybenzene Structure

1-ethynyl-2,3,5...

2,3,5,6-tetrafluoro-N-hydroxybenzamide Structure

2,3,5,6-tetrafl...

~%

1-ethynyl-2,3,5,6-tetrafluoro-4-methoxybenzene Structure

1-ethynyl-2,3,5...

Methanol Structure

3-(2,3,4,5,6-pentafluorophenyl)prop-2-yn-1-ol Structure

3-(2,3,4,5,6-pe...

~%

1-ethynyl-2,3,5,6-tetrafluoro-4-methoxybenzene Structure

1-ethynyl-2,3,5...

IODOPENTAFLUOROBENZENE Structure

IODOPENTAFLUORO...

~%

1-ethynyl-2,3,5,6-tetrafluoro-4-methoxybenzene Structure

1-ethynyl-2,3,5...

3-(2,3,4,5,6-pentafluorophenyl)prop-2-yn-1-ol Structure

3-(2,3,4,5,6-pe...

~%

1,2,3,4,5-pentafluoro-6-[4-(2,3,4,5,6-pentafluorophenyl)buta-1,3-diynyl]benzene Structure

1,2,3,4,5-penta...

IODOPENTAFLUOROBENZENE Structure

IODOPENTAFLUORO...

~%

1,2,3,4,5-pentafluoro-6-[4-(2,3,4,5,6-pentafluorophenyl)buta-1,3-diynyl]benzene Structure

1,2,3,4,5-penta...

(2,3,5,6-Tetrafluoro-4-methylphenyl)hydrazine Structure

(2,3,5,6-Tetraf...

~%

1,2,4,5-tetrafluoro-3-iodo-6-methylbenzene Structure

1,2,4,5-tetrafl...

2-(propargyloxy)tetrahydropyran Structure

2-(propargyloxy...

IODOPENTAFLUOROBENZENE Structure

IODOPENTAFLUORO...

~%

3-(2,3,4,5,6-pentafluorophenyl)prop-2-yn-1-ol Structure

3-(2,3,4,5,6-pe...

3-(2,3,5,6-tetrafluoro-4-methylphenyl)prop-2-yn-1-ol Structure

3-(2,3,5,6-tetr...

~%

1-ethynyl-2,3,5,6-tetrafluoro-4-methylbenzene Structure

1-ethynyl-2,3,5...

1,2,4,5-tetrafluoro-3-iodo-6-methylbenzene Structure

1,2,4,5-tetrafl...

~%

1-ethynyl-2,3,5,6-tetrafluoro-4-methylbenzene Structure

1-ethynyl-2,3,5...

(2,3,5,6-Tetrafluoro-4-methylphenyl)hydrazine Structure

(2,3,5,6-Tetraf...

~%

1-ethynyl-2,3,5,6-tetrafluoro-4-methylbenzene Structure

1-ethynyl-2,3,5...

2,3,5,6-TETRAFLUOROIODOBENZENE Structure

2,3,5,6-TETRAFL...

~%

1,1'-Biphenyl,2,2',3,3',5,5',6,6'-octafluoro- Structure

1,1'-Biphenyl,2...

2-(propargyloxy)tetrahydropyran Structure

2-(propargyloxy...

2,3,5,6-tetrafluoro-N-hydroxybenzamide Structure

2,3,5,6-tetrafl...

~%

3-(2,3,5,6-tetrafluoro-4-methoxyphenyl)prop-2-yn-1-ol Structure

3-(2,3,5,6-tetr...

2,3,5,6-tetrafluorobenzotrifluoride Structure

2,3,5,6-tetrafl...

~%

3-[2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl]prop-2-yn-1-ol Structure

3-[2,3,5,6-tetr...

2-(propargyloxy)tetrahydropyran Structure

2-(propargyloxy...

1,2,4,5-tetrafluoro-3-iodo-6-(trifluoromethyl)benzene Structure

1,2,4,5-tetrafl...

~%

3-[2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl]prop-2-yn-1-ol Structure

3-[2,3,5,6-tetr...

3-(4-amino-2,3,5,6-tetrafluorophenyl)prop-2-yn-1-ol Structure

3-(4-amino-2,3,...

~%

4-ethynyl-2,3,5,6-tetrafluoroaniline Structure

4-ethynyl-2,3,5...

3-(2,3,4,5,6-pentafluorophenyl)prop-2-yn-1-ol Structure

3-(2,3,4,5,6-pe...

~%

4-ethynyl-2,3,5,6-tetrafluoroaniline Structure

4-ethynyl-2,3,5...

IODOPENTAFLUOROBENZENE Structure

IODOPENTAFLUORO...

~%

4-ethynyl-2,3,5,6-tetrafluoroaniline Structure

4-ethynyl-2,3,5...

3-[4-(dimethylamino)-2,3,5,6-tetrafluorophenyl]prop-2-yn-1-ol Structure

3-[4-(dimethyla...

~%

4-ethynyl-2,3,5,6-tetrafluoro-N,N-dimethylaniline Structure

4-ethynyl-2,3,5...

N/A Structure

~%

4-ethynyl-2,3,5,6-tetrafluoro-N,N-dimethylaniline Structure

4-ethynyl-2,3,5...

(2,3,5,6-Tetrafluoro-4-methylphenyl)hydrazine Structure

(2,3,5,6-Tetraf...

~%

3-(2,3,5,6-tetrafluoro-4-methylphenyl)prop-2-yn-1-ol Structure

3-(2,3,5,6-tetr...

2-(propargyloxy)tetrahydropyran Structure

2-(propargyloxy...

1,2,4,5-tetrafluoro-3-iodo-6-methylbenzene Structure

1,2,4,5-tetrafl...

~%

3-(2,3,5,6-tetrafluoro-4-methylphenyl)prop-2-yn-1-ol Structure

3-(2,3,5,6-tetr...

2-(propargyloxy)tetrahydropyran Structure

2-(propargyloxy...

N/A Structure

~%

3-[4-(dimethylamino)-2,3,5,6-tetrafluorophenyl]prop-2-yn-1-ol Structure

3-[4-(dimethyla...

3-(2,3,4,5,6-pentafluorophenyl)prop-2-yn-1-ol Structure

3-(2,3,4,5,6-pe...

~%

3-(4-amino-2,3,5,6-tetrafluorophenyl)prop-2-yn-1-ol Structure

3-(4-amino-2,3,...

IODOPENTAFLUOROBENZENE Structure

IODOPENTAFLUORO...

~%

3-(4-amino-2,3,5,6-tetrafluorophenyl)prop-2-yn-1-ol Structure

3-(4-amino-2,3,...

2-(propargyloxy)tetrahydropyran Structure

2-(propargyloxy...

2,3,5,6-TETRAFLUOROIODOBENZENE Structure

2,3,5,6-TETRAFL...

~%

3-(2,3,5,6-tetrafluorophenyl)prop-2-yn-1-ol Structure

3-(2,3,5,6-tetr...

2-(propargyloxy)tetrahydropyran Structure

2-(propargyloxy...

2,3,5,6-TETRAFLUOROIODOBENZENE Structure

2,3,5,6-TETRAFL...

~%

3-[2,3,5,6-tetrafluoro-4-(3-hydroxyprop-1-ynyl)phenyl]prop-2-yn-1-ol Structure

3-[2,3,5,6-tetr...

3-(2,3,4,5,6-pentafluorophenyl)prop-2-yn-1-ol Structure

3-(2,3,4,5,6-pe...

~%

3-(2,3,4,5,6-pentafluorophenyl)prop-2-ynal Structure

3-(2,3,4,5,6-pe...

IODOPENTAFLUOROBENZENE Structure

IODOPENTAFLUORO...

~%

3-(2,3,4,5,6-pentafluorophenyl)prop-2-ynal Structure

3-(2,3,4,5,6-pe...

3-(2,3,4,5,6-pentafluorophenyl)prop-2-yn-1-ol Structure

3-(2,3,4,5,6-pe...

~%

3-(2,3,4,5,6-pentafluorophenyl)prop-2-ynoic acid Structure

3-(2,3,4,5,6-pe...

IODOPENTAFLUOROBENZENE Structure

IODOPENTAFLUORO...

~%

3-(2,3,4,5,6-pentafluorophenyl)prop-2-ynoic acid Structure

3-(2,3,4,5,6-pe...

3-[2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl]prop-2-yn-1-ol Structure

3-[2,3,5,6-tetr...

~%

1-ethynyl-2,3,5,6-tetrafluoro-4-(trifluoromethyl)benzene Structure

1-ethynyl-2,3,5...

2,3,5,6-tetrafluorobenzotrifluoride Structure

2,3,5,6-tetrafl...

~%

1-ethynyl-2,3,5,6-tetrafluoro-4-(trifluoromethyl)benzene Structure

1-ethynyl-2,3,5...

1,2,4,5-tetrafluoro-3-iodo-6-(trifluoromethyl)benzene Structure

1,2,4,5-tetrafl...

~%

1-ethynyl-2,3,5,6-tetrafluoro-4-(trifluoromethyl)benzene Structure

1-ethynyl-2,3,5...

Synthesis of (p-substituted-tetrafluorophenyl) ethynes and d...

[Zhang, Yadong; Wen, Jianxun; Du, Wenying Journal of Fluorine Chemistry, 1990 , vol. 49, # 2 p. 293 - 300]

Oligomers derived from the nucleophilic substitution of the ...

[Brooke, Gerald M.; Mawson, Simon D. Journal of Fluorine Chemistry, 1990 , vol. 50, # 1 p. 123 - 131]

Arene-perfluoroarene interactions in crystal engineering: st...

[Smith, Caroline E.; Smith, Philip S.; Thomas, Rhodri Ll.; Robins, Edward G.; Collings, Jonathan C.; Dai, Chaoyang; Scott, Andrew J.; Borwick, Simon; Batsanov, Andrei S.; Watt, Stephen W.; Clark, Stewart J.; Viney, Christopher; Howard, Judith A. K.; William, Clegg; Marder, Todd B. Journal of Materials Chemistry, 2004 , vol. 14, # 3 p. 413 - 420]