2008
DOI: 10.1016/j.tetlet.2008.04.116
|View full text |Cite
|
Sign up to set email alerts
|

Suzuki–Miyaura cross-coupling of α-phosphoryloxy enol ethers with arylboronic acids

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
3
1

Citation Types

0
15
0

Year Published

2010
2010
2023
2023

Publication Types

Select...
7
1

Relationship

1
7

Authors

Journals

citations
Cited by 29 publications
(15 citation statements)
references
References 40 publications
0
15
0
Order By: Relevance
“…A possible explanation for the lower reactivity and good regioselectivity observed when using 3-nitro or 3-trifluorophenylboronic acid and 5-methylthiophen-2-ylboronic acid could result from the chelation of the Lewis basic heteroatoms to the palladium intermediate. Such chelation could be retarding the rate of the reductive elimination step [35]. By using the preceding best conditions for the double coupling reaction, defined for the preparation of compounds 7a and 7b, three more symmetric diarylquinazolines 7f-h were synthesized in good yields (Table 2).…”
Section: Resultsmentioning
confidence: 99%
“…A possible explanation for the lower reactivity and good regioselectivity observed when using 3-nitro or 3-trifluorophenylboronic acid and 5-methylthiophen-2-ylboronic acid could result from the chelation of the Lewis basic heteroatoms to the palladium intermediate. Such chelation could be retarding the rate of the reductive elimination step [35]. By using the preceding best conditions for the double coupling reaction, defined for the preparation of compounds 7a and 7b, three more symmetric diarylquinazolines 7f-h were synthesized in good yields (Table 2).…”
Section: Resultsmentioning
confidence: 99%
“…However, the generation of environmentally detrimental sulfur dioxide was unavoidable. Among these X‐, N‐, S‐, M‐ and C‐based leaving groups, O‐based coupling partners are particularly attractive due to the ubiquitous presence of the O‐based starting materials in both the natural world and synthetic systems . Phenol compounds are typically protected with various groups to enhance their leaving abilities in cross‐coupling reactions.…”
Section: Introductionmentioning
confidence: 99%
“…12 Pongdee and co-workers have reported the Suzuki-Miyaura coupling of lactone-derived enol phosphates with arylboronic acids. 13 Simas et al have recently reported Sonogashira, Stille, and SuzukiMiyaura coupling of imide-derived enol phosphates. 14 There have also been important advances in palladiumcatalyzed reactions of 'non-activated' enol phosphates.…”
Section: Introductionmentioning
confidence: 99%
“…12 Pongdee and co-workers have reported the Suzuki-Miyaura coupling of lactone-derived enol phosphates with arylboronic acids. 13 Simas et al…”
Section: Introductionmentioning
confidence: 99%