83612-61-7

Upstream product

• 141-79-7 4-methyl-pent-3-en-2-one 
• 105-36-2 ethyl bromoacetate 
• 91057-21-5 ethyl 3,5-dimethylhexa-2,4-dienoate 
• 70840-92-5 3,5-dimethyl-hexa-2,4-dienoic acid methyl ester 
• 25409-22-7 3-Hydroxy-3,5-dimethyl-hexen-(4)-saeure-ethylester 
• 675-09-2 4,6-Dimethyl-2-pyron 
• 75-16-1 methylmagnesium bromide 
• 675-10-5 4-hydroxy-6-methyl-2-pyron 
• 676-58-4 methylmagnesium chloride 
• 488788-59-6 6-methyl-2-pyrone-4-trifluoromethanesulfonate 
• 638-10-8 ethyl 3-methylbut-2-enoate 
• 67-64-1 acetone 
• 4834-02-0 4-diethoxyphosphoryl-3-methyl-but-2-enoic acid methyl ester 

Downstream Products

• 1666-02-0 2-hydroxy-4,6-dimethylbenzaldehyde 
• 108-68-9 3,5-Dimethylphenol 
• 877-82-7 5-acetoxy-m-xylene 

Relevant academic research and scientific papers

Iron-Catalyzed Reactions of 2-Pyridone Derivatives: 1,6-Addition and Formal Ring Opening/Cross Coupling

In the presence of simple iron salts, 2-pyridone derivatives react with Grignard reagents under mild conditions to give the corresponding 1,6-addition products; if the reaction medium is supplemented with an aprotic dipolar cosolvent after the actual addition step, the intermediates primarily formed succumb to ring opening, giving rise to non-thermodynamic Z,E-configured dienoic acid amide derivatives which are difficult to make otherwise. Control experiments as well as the isolation and crystallographic characterization of a (tricarbonyl)iron pyridone complex suggest that the active iron catalyst generated in situ exhibits high affinity to the polarized diene system embedded into the heterocyclic ring system of the substrates, which likely serves as the actual recognition element.

Formal ring-opening/cross-coupling reactions of 2-pyrones: Iron-catalyzed entry into stereodefined dienyl carboxylates

Open access: Despite the exceptional level of sophistication in cross-coupling chemistry, reactions of substrates that incorporate the leaving group as an integral part into a heterocyclic scaffold are scarce. The title reaction outlines the utility of this reaction format (see scheme; acac=acetylacetonate), provides a convenient entry into stereodefined diene carboxylates, and adds a new chapter to the field of iron catalysis. Copyright

Consecutive Michael-claisen process for cyclohexane-1,3-dione derivative (CDD) synthesis from unsubstituted and substituted acetone 1

A long-existing problem of cyclohexane-1,3-dione derivatives (CDD) synthesis from unreactive acetone through consecutive Michael-Claisen process was solved under this study. The practical applicability of this process was tested for a novel compound ethyl 3-(2,4-dioxocyclohexyl)propanoate for up to 20-gram scale. Furthermore, the scope of different acetone derivatives was investigated and resulted with similar consecutive Michael-Claisen process for CDD synthesis. The reaction exhibited remarkable regioselectivity in Michael addition followed by Claisen cyclization. In this process high substrate selectivity was observed for CDD synthesis following consecutive double-Michael-Claisen and Michael-Claisen cyclization. Georg Thieme Verlag Stuttgart · New York.

Benzocyclization of 2,4-Hexadienoic Acids. Synthesis of (R)-(-)-Curcuphenol Acetate

A simple and general benzocyclization sequence, useful in the conversion of α-methylene ketones/aldehydes 1a-f to phenolic acetates 6a-g via the dienoic acids 5a-g is presented.The technique has provided a new route to the terpenoids, thymol acetate (6f) and (R)-(-)-curcuphenol acetate (6g).