76286-65-2

Upstream product

• 73670-03-8 3,5-Diphenyl-2-thiabicyclo<4.4.0>decane S-Oxide 
• 7584-37-4 2,4-Diphenyl-4H-cyclohexathiopyran 
• 80347-81-5 2,4-Diphenyl-5,6,7,9-tetrahydro-4H-thiochromene 

Downstream Products

• 58371-82-7 2,4-Diphenyl-5,6-tetramethylenethiopyrylium trifluoroacetate 
• 35479-41-5 2,4-Diphenyl-cis-1-thiadecalin 
• 35479-41-5 3,5-Diphenyl-2-thiabicyclo <4,4,0>decane 
• 113613-04-0 (2S,4R)-2,4-Diphenyl-3,4,5,6,7,8-hexahydro-2H-thiochromene 1-oxide 
• 35479-41-5 2α,4α-Diphenyl-cis-1-thiadecalin 

Relevant academic research and scientific papers

STEREOCHEMICAL SPECIFICITY OF THE PALLADIUM-CATALYZED HYDROGENATION OF CYCLOHEXATHIOPYRANS AND THEIR DERIVATIVES

Conformationally and configurationally homogenous 2α-R1-4α-R2-cis-1-thiadecalins with an equatorial orientation of the substituents attached to the C(2) and C(4) atoms were isolated as the final reduction produc

Disproportionation of condensed thiopyrans with trifluoroacetic and deuterotrifluoroacetic acids

The disproportionation of isomeric 2,4-diphenyl-5,6-tetramethylene-4H-thiopyran,-6H-thiopyran, and 2,4-diphenyl-5,6,7,9-tetrahydrothiochromene with trifluoroacetic and deuterotrifluoroacetic acids was investigated for the first time. The direction of protonation of the sulfides was established, and this made it possible to form a judgment regarding the structure of the intermediate carbonium ions, which are hydride-ion acceptors. The correctness of the mechanism of disproportionation of condensed two-ring sulfides with a 4H-thiopyran ring was proved. A mechanism for the disproportionation of isomeric 2,4-diphenyl-5,6-tetramethyl-6H-thiopyran and 2,4-dipheny1-5,6,7,9-tetrahydrothiochromene was proposed.

FORMATION OF 3,5-DIPHENYL-2-THIABICYCLODEC-Δ1,6-ENE UNDER THE CONDITIONS OF THE PUMMERER REACTION AND ITS STRUCTURE

The Pummerer rearrangement was investigated in the case of 3,5-diphenyl-2-thiabicyclodecane S-oxide.It is shown that, of the two possible isomers, this compound forms only 3,5-diphenyl-2-thiabicyclodec-Δ1,6-ene under the conditions of the Pummerer reaction; a secondary transformation, viz., disproportionation of the latter to 3,5-diphenyl-2-thiabicyclodecane and 2,4-diphenyl-5,6-tetramethylenethiopyrylium acetate, is observed. 3,5-Diphenyl-2-thiabicyclodec-Δ1,6-ene was subjected to an x-ray diffraction study; it was proved unambiguously that the C1=C6 double bond has a lenght of 1.335 Angstroem and that the dihydrothiopyran and cyclohexene rings have a distorted half-chair conformation: the dihedral angles between the phenyl rings and the planar fragment of the heteroring are 76.8 and 93.2 deg C.