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

Arylboronic acids and arylpinacolboronate esters in Suzuki coupling reactions involving indoles. Partner role swapping and heterocycle protection

M Prieto, E Zurita, E Rosa, L Munoz…

Index: Journal of Organic Chemistry, , vol. 69, # 20 p. 6812 - 6820

Full Text: HTML

Citation Number: 74

Abstract

... The Journal of Organic Chemistry. ... Spain. J. Org. Chem. ... roles. The indole ring is a key substructure in both organic and medicinal chemistry, 16,17 and a number of studies document its arylation as a starting-point for further elaboration. ...

bromoanisole Structure

tolylboronic acid Structure

tolylboronic acid

~%

2-(2-methoxyloxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Structure

2-(2-methoxylox...

6-bromoindole Structure

~%

Indole-6-boronic acid Structure

Indole-6-boroni...

4-Bromoanisole Structure

6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-indole-1-carboxylic acid tert-butyl ester Structure

6-(4,4,5,5-tetr...

~10%

Indole-6-boronic acid pinacol ester Structure

Indole-6-boroni...

1-tert-butoxycarbonyl-6-(4-methoxyphenyl)indole Structure

1-tert-butoxyca...

6-bromoindole Structure

~%

Indole-6-boronic acid pinacol ester Structure

Indole-6-boroni...

tert-Butyl 6-bromo-1H-indole-1-carboxylate Structure

tert-Butyl 6-br...

~%

Indole-6-boronic acid pinacol ester Structure

Indole-6-boroni...

Bis(pinacolato)diboron Structure

Bis(pinacolato)...

TERT-BUTYL 5-BROMO-1H-INDOLE-1-CARBOXYLATE Structure

TERT-BUTYL 5-BR...

~%

tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate Structure

tert-butyl 5-(4...

5-Bromoindole Structure

~%

tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate Structure

tert-butyl 5-(4...

Di-tert-butyl dicarbonate Structure

Di-tert-butyl d...

~%

tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate Structure

tert-butyl 5-(4...

7-Bromo-1H-indole Structure

7-Bromo-1H-indole

~%

indole-7-boronic acid Structure

indole-7-boroni...

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