Smejkal, Tomas’s team published research in Organic Process Research & Development in 2017-10-20 | 5455-94-7

Organic Process Research & Development published new progress about Coupling reaction. 5455-94-7 belongs to class tetrahydrofurans, and the molecular formula is C8H14O2, Recommanded Product: 2,2,5,5-Tetramethyldihydrofuran-3(2H)-one.

Smejkal, Tomas; Gopalsamuthiram, Vijayagopal; Ghorai, Sujit K.; Jawalekar, Anup M.; Pagar, Dinesh; Sawant, Krishna; Subramanian, Srinivas; Dallimore, Jonathan; Willetts, Nigel; Scutt, James N.; Whalley, Louisa; Hotson, Matthew; Hogan, Anne-Marie; Hodges, George published the artcile< Optimization of Manganese Coupling Reaction for Kilogram-Scale Preparation of Two Aryl-1,3-dione Building Blocks>, Recommanded Product: 2,2,5,5-Tetramethyldihydrofuran-3(2H)-one, the main research area is manganese catalysis coupling reaction aryl dione building block preparation.

Aryl-1,3-diones represent a promising new class of herbicidal acetyl-CoA carboxylase (ACCase) inhibitors. The original synthesis of this structural motif employed in the research phase involved a selenium oxide mediated oxidation, the use of diazoacetate and aryl lead reagents, and a low temperature oxidation of an aryl lithium intermediate, so it was not well suited to large scale synthesis. For kilogram scale synthesis of the two aryl-1,3-dione building blocks I [R = Me, Et], we developed an alternative route which employs a manganese or manganese-copper catalyzed alkyl Grignard coupling and a semi-pinacol rearrangement of an epoxide as the key steps. The optimized conditions could be of general interest as scalable methods for the synthesis of 2-alkyl substituted benzaldehydes and of 2-aryl-1,3-diones.

Organic Process Research & Development published new progress about Coupling reaction. 5455-94-7 belongs to class tetrahydrofurans, and the molecular formula is C8H14O2, Recommanded Product: 2,2,5,5-Tetramethyldihydrofuran-3(2H)-one.

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem