2016
DOI: 10.1021/acs.joc.6b00317
|View full text |Cite
|
Sign up to set email alerts
|

Synthesis of β-Substituted Cyclic Enones via Phosphonium Salt-Activated, Palladium-Catalyzed Cross-Coupling of Cyclic 1,3-Diones

Abstract: Phosphonium salt-activated, Pd-catalyzed Suzuki-Miyaura and Sonogashira cross-coupling reactions of cyclic 1,3-diones in the synthesis of β-substituted cyclic enones are described. These transformations exhibit good isolated yield and high generality with respect to both substrates and coupling partners. Extension of the substrate scope to cyclic 1,3-dione equivalents, such as 2-cyanocyclohexanone (4), is also briefly examined.

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
1
1
1

Citation Types

0
4
0

Year Published

2016
2016
2024
2024

Publication Types

Select...
7

Relationship

0
7

Authors

Journals

citations
Cited by 7 publications
(4 citation statements)
references
References 37 publications
0
4
0
Order By: Relevance
“…Others have also studied the use of peptide coupling agents for modifying nucleosides [90] . Beyond this, there are other applications outside the nucleoside arena as well [91–95] . The richness of this chemistry has overflowed into other areas in our own research endeavors.…”
Section: Discussionmentioning
confidence: 99%
“…Others have also studied the use of peptide coupling agents for modifying nucleosides [90] . Beyond this, there are other applications outside the nucleoside arena as well [91–95] . The richness of this chemistry has overflowed into other areas in our own research endeavors.…”
Section: Discussionmentioning
confidence: 99%
“…The aldol condensation of 3aa [7]. To a solution of compound 3aa (0.1 mmol) in EtOH (0.5 ml) and H2O (0.5 ml) was added KOH (0.2 mmol).…”
Section: Synthetic Applications Of 15-diketonementioning
confidence: 99%
“…On the other hand, metal carbene species, which can undergo diverse reactions, have become important intermediates since they were first discovered in the early 20th century 7 . It's not surprising that there have appeared in the past decade such examples that incorporate carbene species.…”
mentioning
confidence: 99%
“…Because of the ubiquitous application of 1,5-diketones in the decoration of oxygen-, nitrogen-containing heterocycles, and carbocycles, 12 they have become extraordinarily fascinating building blocks from a pharmaceutical chemistry perspective. In recent years, considerable attention has shifted to transition-metal-catalyzed hydroacylation of unsaturated components for constructing 1,5-diketones in terms of access to simple starting materials and 100% atom efficiency.…”
Section: Introductionmentioning
confidence: 99%