1976
DOI: 10.1021/jo00884a017
|View full text |Cite
|
Sign up to set email alerts
|

New syntheses of aromatic acid chlorides from trichloromethylarenes. 1. Reaction with sulfur dioxide

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
1
1
1
1

Citation Types

2
29
0
1

Year Published

1991
1991
2014
2014

Publication Types

Select...
4
3
1

Relationship

0
8

Authors

Journals

citations
Cited by 25 publications
(32 citation statements)
references
References 1 publication
2
29
0
1
Order By: Relevance
“…Os arilfuranos 7, 17-19 foram obtidos, utilizando o furano ou furfural e a 4-nitroanilina ou 4-aminobenzonitrila como materiais de partida 9 , de acordo com a metodologia de síntese descrita por Meerwein 29 . Os nitroarilfuranos 7 e 17 foram submetidos à reação de hidrogenação catalítica, utilizando H 2 sob Pd/C, resultando na obtenção dos derivados amino 2 e 8, respectivamente.…”
Section: Resultados E Discussão Sínteseunclassified
“…Os arilfuranos 7, 17-19 foram obtidos, utilizando o furano ou furfural e a 4-nitroanilina ou 4-aminobenzonitrila como materiais de partida 9 , de acordo com a metodologia de síntese descrita por Meerwein 29 . Os nitroarilfuranos 7 e 17 foram submetidos à reação de hidrogenação catalítica, utilizando H 2 sob Pd/C, resultando na obtenção dos derivados amino 2 e 8, respectivamente.…”
Section: Resultados E Discussão Sínteseunclassified
“…During our optimization studies, we assessed various copper catalysts from which Cu(OAc) 2 ÁH 2 O emerged as the best one (entry 5). Although, CuCl 2 was the standard catalyst for the coppercatalyzed Meerwein arylation, 14 it frequently led to Sandmeyer-type side-products contrary to Cu(OAc) 2 ÁH 2 O. 15 The reaction was highly regioselective at C2 provided that an excess of pyrrole 2 was used to avoid the double arylation at C2/C5.…”
mentioning
confidence: 99%
“…Whilst this mechanism could be acceptable in many cases, it cannot explain why in acetone-free solvents, e.g., water, acetonitrile or NMP, the reaction still takes place nor why using directly CuCl tends to be less efficient than starting with CuCl 2 . [63] On the other hand, the formation of an arenediazonium tetrachlorocup-A C H T U N G T R E N N U N G rate(II) has been suggested when starting from CuCl 2 and arenediazonium chlorides, but this complex was not reduced by acetone. [64] In 2009, another mechanism was proposed and involved the reduction of CuCl 2 into CuCl by the olefinic substrate giving a radical cation.…”
Section: Arenediazonium Saltsmentioning
confidence: 99%