S. Renuga

DIASTEREOSELECTIVE SYNTHESIS OF 2,2'-THIOBIS- AND 2,2'-SULFONYLBIS- (2-AROYL-3-ARYLOXIRANES)

Abstract Epoxidation of 2,2′-thiobis(1,3-diarylprop-2-en-1-ones) with H 2 O 2 NaOH in THF afforded a mixture of diastereomeric 2,2′-thiobis(2-aroyl-3-aryloxiranes) while the same reaction with its sulfonyl counterpart gave a single diastereomer.

Novel tandem reactions of 2,2′-sulfonylbis(1,3-diarylprop-2-en-1-ones) with hydrazine: formation of 3,6-diarylpyridazines and 3,5-diarylpyrazoles

Abstract The 2,2′-sulfonylbis(1,3-diarylprop-2-en-1-ones) undergo tandem reactions with hydrazine affording 3,6-diarylpyridazines and 3,5-diarylpyrazoles unexpectedly, the latter predominating.

DIASTEREOSELECTIVE SYNTHESIS OF 2,2′-THIOBIS- AND 2,2′-SULFONYLBIS- (1,3-DIARYLPROP-2-EN-1-ONES)—AN OXIDATIVE CONFIGURATIONAL SWITCH

Synthesis of some heretofore unknown 2,2′-thiobis(1,3-diarylprop-2-en-1-ones) and their oxidation to new 2,2′-sulfonylbis(1,3-diarylprop-2-en-1-ones) are reported. The stereochemistry of the sulfides and sulfones assigned as (Z,Z)- and (E,E)- respectively by X-ray diffraction studies reveals a configurational switch from (Z,Z)- to (E,E)-during oxidation.

Novel Domino Reactions of (Z,Z)-2,2′-Thiobis(1,3-diarylprop-2-en-1-ones) with Acetylacetone and Ethyl Acetoacetate: Stereoselective Synthesis of Highly Functionalized Dihydrofurans

Abstract The domino reactions of (Z,Z)-2,2′-thiobis(1,3-diarylprop-2-en-1-ones) with acetylacetone and ethyl acetoacetate in the presence of sodium ethoxide afforded the corresponding 4,5-dihydrofurans stereoselectively in moderate yields presumably via a Michael addition–enolization–displacement sequence.

SYNTHESIS AND NMR SPECTRAL STUDIES OF 2E, 6E-DIAROYL-3E, 5E-DIARYL -1,4-DITHIANE-1,1-DIOXIDES

The synthesis of some 2,6-diaroyl-3,5-diaryl-1,4-dithiane-1,1-dioxides was carried out by the conjugate addition of hydrogen sulphide to 2,2′-sulphonylbis(1,3-diarylprop-2-en-1-ones) and the complete assignment of their 1H and 13 C NMR chemical shifts made. The stereochemistry is found to be 2e,6e-diaroyl-3e,5e-diaryl-1,4-dithiane-1,1-dioxides from the NMR spectral data.

Stereoselective Synthesis of Polyfunctionalized Nitrothianes: Enhancement of Stereoselectivity by Microwaves

Abstract The Michael addition of nitromethane to (Z,Z)-2,2′-thiobis(1,3-diarylprop-2-en-1-ones) in the presence of NaOEt in dimethylformamide (DMF)/alcohol under thermal conditions affords a diastereomeric mixture of 2a,6e-diaroyl-3a,5e-diaryl-4e-nitrothianes and 2e,6e-diaroyl-3e,5e-diaryl-4e-nitrothianes with a dr of ∼3:1/4:1 respectively. This reaction under microwave irradiation in DMF/alcohol afforded solely 2a,6e-diaroyl-3a,5e-diaryl-4e-nitrothianes, disclosing enhancement of stereoselectivity by microwaves. Supplemental materials are available for this article. Go to the publishers online edition of Synthetic Communications® to view the free supplemental file. GRAPHICAL ABSTRACT

A Diastereoselective Synthesis of Novel Multifunctional Thianes

The reaction of 2,2′-thiobis(1,3-diarylprop-2-en-1-ones) with malononitrile in the presence of sodium ethoxide under both thermal and solvent-free microwave conditions afforded a series of hitherto unknown 2e,6e-diaroyl-3e,5e-diaryl-4,4-dicyanothianes diastereoselectively in good yields via a double Michael addition. The structures of all the compounds have been elucidated by IR, 1H NMR, 13C NMR, and elemental analysis.

Synthesis and characterization of cu(ii) bis chelates of bis(benzoylmethyl) sulfide, phenylthioacetophenone and a few mixed ligand complexes

Copper (II) complexes of the type [Cu(BMS) 2 ], [Cu(PTA) 2 ] and [Cu(BMS)L(H 2 O) x ( x =2 or 0)] where BMSH=bis(benzoylmethyl) sulfide and L=8-hydroxyquinoline (oxineH)/salicylaldehyde (salH)/salicylaldoxime (saloH)/salicylaldehydephenylhydrazone (salphH)/acetylacetone (acacH)/phenylthioacetophenone (PTAH) and also the mixed-ligand complexes of Cu(II) with PTAH and oxineH have been synthesized and characterized.