Organic reaction in water. Part 3¹: diastereoselectivity in Michael additions of thiophenol to nitro olefins in aqueous media



Document title: Organic reaction in water. Part 3¹: diastereoselectivity in Michael additions of thiophenol to nitro olefins in aqueous media
Journal: Journal of the Brazilian Chemical Society
Database: PERIÓDICA
System number: 000311074
ISSN: 0103-5053
Authors: 1
Institutions: 1Universidade Federal do Rio de Janeiro, Instituto de Quimica, Rio de Janeiro. Brasil
Year:
Season: Abr
Volumen: 12
Number: 2
Pages: 135-137
Country: Brasil
Language: Inglés
Document type: Artículo
Approach: Experimental, aplicado
English abstract Thiophenol reacts with nitro olefins in aqueous media to give the corresponding nitro-sulfides in 58-95% yield. This procedure results in selective formation of the anti products. In the case of the cyclic nitro olefin 1-nitro-cyclohexene the only product observed was the cis-1-nitro-2-(phenylthio)cyclohexane. This methodology is of interest due to the use of water as solvent, thus minimizing the cost, the operational hazards and environmental pollution
Portuguese abstract Tiofenóis reagem com nitro olefinas em meio aquoso dando os correspondentes nitro-sulfetos em 58 - 95 % de rendimento. Este processo leva à formação, predominante, de produtos anti. Para o caso da nitro olefina cíclica 1-nitro-ciclo-hexeno é observada unicamente a formação de cis-1-nitro-2-(tio-fenil)-ciclo-hexano. Esta metodologia é interessante porque utiliza-se água como solvente levando à minimização do custo, diminuindo os problemas de toxidez e poluição ambiental
Disciplines: Química
Keyword: Química orgánica,
Tiofenol,
Adiciones de Michael,
Medio acuoso,
Nitro olefinas
Keyword: Chemistry,
Organic chemistry,
Thiophenol,
Michael additions,
Aqueous media,
Nitro olefins
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