2015
DOI: 10.1016/j.tet.2015.06.090
|View full text |Cite
|
Sign up to set email alerts
|

AgSbF6-catalyzed efficient propargylation/cycloisomerization tandem reaction for the synthesis of fully substituted furans and new insights into the reaction mechanism

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
3
2

Citation Types

0
5
0

Year Published

2015
2015
2023
2023

Publication Types

Select...
5
1

Relationship

0
6

Authors

Journals

citations
Cited by 16 publications
(5 citation statements)
references
References 13 publications
0
5
0
Order By: Relevance
“…Yet when AgSbF 6 is used in conjunction with Pt complexes, a strong decrease in activity is observed. This can be due to the rapid formation of the Pt hexafluoroantimonate complexes – which appear to be all less active than the corresponding silver salt – and of the inactive AgCl.It is worth noting that Ag(I)‐catalyzed reactions involving the activation of triple bonds has previously been reported in the literature [26–29] …”
Section: Resultsmentioning
confidence: 95%
“…Yet when AgSbF 6 is used in conjunction with Pt complexes, a strong decrease in activity is observed. This can be due to the rapid formation of the Pt hexafluoroantimonate complexes – which appear to be all less active than the corresponding silver salt – and of the inactive AgCl.It is worth noting that Ag(I)‐catalyzed reactions involving the activation of triple bonds has previously been reported in the literature [26–29] …”
Section: Resultsmentioning
confidence: 95%
“…The successful synthesis of highly substituted pyrroles prompted us to consider the synthetic usefulness of propargylated-1,3-dicarbonyl compound 4a , which was formed through the reaction of 1a and 2a in the presence of p -TSA·H 2 O (Table , entry 1). The literature investigation at this stage revealed that the propargylated-1,3-dicarbonyl compounds could be very useful synthons for the construction of highly functionalized furan derivatives via intramolecular cyclization in the presence of base or acid . Hence, we decided to synthesize some propargylated-1,3-dicarbonyl compounds catalyzed by p -TSA·H 2 O and further cyclize them using base to prepare furan.…”
Section: Resultsmentioning
confidence: 99%
“…[2] Therefore, developing efficient methods for constructing 2furylmethylarene scaffolds has attracted great interest in the organic chemistry community. [3][4][5][6][7][8][9] A literature review reveals that various catalytic synthetic methods toward 2-furylmethylarenes have been developed, resulting in the rapid development of this field. [3][4][5][6][7][8][9][10] Notably, the synthetic methods used to access 2-furylmethylarenes are mainly focused on metal-catalyzed reactions [3][4][5][6][7][8] including transition metal-and Lewis acid-catalyzed reactions, such as gold-catalyzed intramolecular cyclization, [3] copper-catalyzed intermolecular coupling/cyclization, [4] palladium-catalyzed intramolecular cyclization, [5] silver-catalyzed intermolecular addition/ cyclization, [6] and so forth.…”
Section: Introductionmentioning
confidence: 99%
“…[3][4][5][6][7][8][9] A literature review reveals that various catalytic synthetic methods toward 2-furylmethylarenes have been developed, resulting in the rapid development of this field. [3][4][5][6][7][8][9][10] Notably, the synthetic methods used to access 2-furylmethylarenes are mainly focused on metal-catalyzed reactions [3][4][5][6][7][8] including transition metal-and Lewis acid-catalyzed reactions, such as gold-catalyzed intramolecular cyclization, [3] copper-catalyzed intermolecular coupling/cyclization, [4] palladium-catalyzed intramolecular cyclization, [5] silver-catalyzed intermolecular addition/ cyclization, [6] and so forth. Metal catalysis has obvious advantages such as requiring low catalyst loadings, wide applications, and high selectivity, but transition metal contamination of the products is a potential disadvantage of metal catalysis.…”
Section: Introductionmentioning
confidence: 99%
See 1 more Smart Citation