Tetrahedron letters

The generation of C, O, O-trilithiated derivatives of dihydric phenols

JM Saá, J Morey, G Suñer, A Frontera, A Costa

Index: Saa, Jose M.; Morey, Jeroni; Suner, Guillem; Frontera, Antoni; Costa, Antoni Tetrahedron Letters, 1991 , vol. 32, # 49 p. 7313 - 7316

Full Text: HTML

Citation Number: 6

Abstract

Download full text in PDF Opens in a new window. Article suggestions will be shown in a dialog on return to ScienceDirect. ... Please enable JavaScript to use all the features on this page. ... Halogenated dihydric phenols (hydroquinones and resorcinols) undergo halogen metal exchange with nBuLi/TMEDA/THF or ether (inverse addition) under sonication, thereby generating a C,O,O-trilithiated species which can be trapped with electrophiles.

 Related Synthetic Route
4-Bromo-1,3-benzenediol Structure

6626-15-9

4-Bromo-1,3-ben...

~%

4-methylsulfanylbenzene-1,3-diol Structure

5633-60-3

4-methylsulfany...

Resorcine Structure

108-46-3

Resorcine

2-iodo-6-methoxybenzene-1,4-diol Structure

139209-92-0

2-iodo-6-methox...

~%

2,5-dihydroxy-3-methoxybenzaldehyde Structure

2179-22-8

2,5-dihydroxy-3...

2-methoxyhydroquinone Structure

824-46-4

2-methoxyhydroq...

1,4-Dihydroxy-2-iodobenzene Structure

23030-43-5

1,4-Dihydroxy-2...

~%

2-methylsulfanylbenzene-1,4-diol Structure

18231-99-7

2-methylsulfany...

Hydroquinone Structure

123-31-9

Hydroquinone

2-bromohydroquinone Structure

583-69-7

2-bromohydroquinone

~%

2-methylsulfanylbenzene-1,4-diol Structure

18231-99-7

2-methylsulfany...

Hydroquinone Structure

123-31-9

Hydroquinone

2-Bromo-3,5,6-trimethyl-hydroquinone Structure

39055-45-3

2-Bromo-3,5,6-t...

~%

2,3,5-Trimethyl-1,4-benzenediol Structure

700-13-0

2,3,5-Trimethyl...

2,3,5-trimethyl-6-methylsulfanylbenzene-1,4-diol Structure

83857-83-4

2,3,5-trimethyl...

3-bromo-5-isopropyl-2-methylbenzene-1,4-diol Structure

139553-56-3

3-bromo-5-isopr...

~%

Thymohydroquinone Structure

2217-60-9

Thymohydroquinone

N/A Structure

139553-44-9

N/A

2-Bromo-3,5,6-trimethyl-hydroquinone Structure

39055-45-3

2-Bromo-3,5,6-t...

~%

2,3,5-Trimethyl-1,4-benzenediol Structure

700-13-0

2,3,5-Trimethyl...

2,5-dihydroxy-3,4,6-trimethylbenzaldehyde Structure

53711-21-0

2,5-dihydroxy-3...

2-bromo-3-methylnaphthalene-1,4-diol Structure

39055-47-5

2-bromo-3-methy...

~%

Menadiol Structure

481-85-6

Menadiol

N/A Structure

139553-45-0

N/A


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