An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
AbstractThe (Z)‐hexenedione (I), previously obtained by laccase‐promoted cleavage of 2,5‐dimethylfuran undergoes Gd‐catalyzed reaction with diones (II) to form dihydrobenzofurans (III).
The laccase-catalyzed oxidation of (5-alkylfuran-2-yl) carbinols using aerial oxygen as an oxidant selectively affords 6-hydroxy-(2H)-pyran-3(6H)-ones with yields up to 90%. With suitable substituted furan-2-yl carbinols as substrates the procedure allows the efficient preparation of (2H)-pyran-2,5(6H)-diones in a single step.
The Lewis acid-catalyzed domino 1,2-addition/1,4-addition/elimination between (Z)-3-hexene-2,5-dione and 1,3-dicarbonyls delivers 3-methyl-6,7-dihydrobenzofuran-4(5H)-ones exclusively with yields up to 82%. The combination of this new process with the laccase-catalyzed formation of (Z)-3-hexene-2,5-dione by oxidative cleavage of 2,5-dimethylfuran allows for the synthesis of 6,7-dihydrobenzofuran-4(5H)-ones starting directly from 2,5-dimethylfuran.
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
AbstractThe laccase‐catalyzed ring cleavage of symmetrically and asymmetrically substituted 2,5‐dialkylfurans (I) yields (Z)‐enediones (II) in a diastereoselective manner.
The laccase-catalyzed ring opening of 2,5-dimethylfuran using air as an oxidant stereoselectively yields (Z)- or (E)-3-hexene-2,5-dione depending on the mediator employed: with TEMPO the (Z)-3-hexene-2,5-dione is formed, while a combination of TEMPO and violuric acid gives (E)-3-hexene-2,5-dione. The (Z)-selective ring cleavage was extended to a variety of symmetrical and unsymmetrical 2,5-dialkylfurans.
