Back to results
US 12,715,895 B2Granted
Sulfur extrusion from disulfides by carbenes
AssigneeUniversität Heidelberg
InventorsMichael Mastalerz, Alexander Pascal Galow
Life of this patent
Estimating the term…
Abstract
The present invention relates to a method for preparing a compound T having a thioether group from a compound D having a disulfide group in the presence of a carbene.
Claims8
A method for preparing a compound T having a thioether group from a compound D having a disulfide group, wherein the method comprises the step of:
- reacting the compound D in the presence of a carbene to form the compound T;
- wherein the compound D is a compound of the following general formula (1) and the compound T is a compound of the following general formula (3)
- wherein R2 to R5 are each a hydrogen atom;
- and
- R1 and R6 may be the same or different and are each independently selected from the group consisting of a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, a group of the general formula (2), and —COOZ7,
- wherein R7 is selected from the group consisting of a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted cycloalkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aryl group, and a substituted or unsubstituted heteroaryl group;
- R8 is selected from the group consisting of a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted cycloalkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, and —COOR10, wherein R10 is selected from the group consisting of a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkenyl group and a substituted or unsubstituted aryl group;
- R9 is selected from the group consisting of —OR11, wherein R11 is selected from the group consisting of a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted cycloalkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aryl group, and a substituted or unsubstituted heteroaryl group;
- Z7 is selected from the group consisting of a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted cycloalkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aryl group, and a substituted or unsubstituted heteroaryl group;
- and
- R1 and R6 may bond to each other to form one or more rings;
- and
- wherein the carbene is an N-heterocyclic carbene selected from the group consisting of 1,3-bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene, 1,3-bis(2,4,6-trimethylphenyl) imidazol-2-ylidene, 1,3-bis(2,6-diisopropylphenyl)-imidazol-2-ylidene, 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene, 1,3-diisopropylimidazol-2-ylidene, 1,3-dimethylbenzimidazol-2-ylidene, and 1,4-dimethyl-4H-1,2,4-triazol-5-ylidene.
10 more elements
Dependencies are inferred from the claim text.