Sulfur Heterocydes

Four-Membered Sulfur Heterocydes TABLE 7. THIETANE SULFILIMINES AND 5-AMINO SALTS... 

A-2-Thiazoline-4-ones are usually obtained by the heterocydization method (38b-388). 2 Alkylthio-4(5)-thiazolones (162) are obtained by alkylation at sulfur of rhodanine (160) in nonpolar solvent (Scheme 85). 

A method for the preparation of 1,3,2-diazaphospholidine heterocydes has been described by Deng and Chen (Scheme 6.225) [402], The authors found that treating hindered 1,2-diamino substrates such as a-amino acid amides with tris(diethylami-no)phosphine as reagent/solvent under open-vessel microwave conditions at 250 °C for 1 min furnished a trivalent phosphorus intermediate. Subsequent thiation of this intermediate with elemental sulfur in refluxing benzene provided the target l,3,2-diazaphospholidin-4-ones in good overall yields. The yields were much improved compared to those achieved by standard thermal methods. 

The properties of the related heterocydes containing oxygen and sulfur (e.g. dibenzofuran, dibenzothiophene) can be similarly interpreted. 

Heterocyde a cyclic organic molecule containing at least one noncarbon atom in the ring, typically, oxygen, nitrogen, or sulfur. 

Tnchloromethanesulfenyl chloride is useful in the preparation of various series of sulfur-containing heterocydes. A commercially significant example is the preparation of 1,2,4-thiadiazoles. 

Phosphine Sulfides and Selenides, Sulfur and Selenium Heterocydes... 

Reid, S. T., The Photochemistry of Heterocydes, 11, I The Photochemistry of Oxygen- and Sulfur-Containing Heterocydes, 33, I Photochemistry of Nitrogen-Containing Heterocydes, 30, 239. 

Besson T, Thi4ry V (2006) Microwave-2 isted Synthesis of Sulfur and Nitrogen-Containing Heterocydes. 1 59-78... 

Cyclization of 1,4-dicarb6ny compbuiidis with nitrogen, sulfur, or oxygen nucleophiles gives the five-membered aromatic heterocydes pyrrole, thiophene, andfuraii. 

Terpenes Ammonia NII3) Hydrogen cyanide (HCN) Acetonitrile (CHcCN) Cyanogen (NCCN) Amines, heterocydes, amino acids Methyl chloride CH3CI) Sulfur compounds (lLS,COS, DMS,DMDS) Aerosols (4 wt % Soot) Nitrogen (N,) Cyanogen (NCCN) Sulfur dioxide (SO,) Aerosols (40 wt % Soot) ... 

To test the effect of a heteroatom, Starokon et al. [175] studied three five-membered heterocydes with a similar molecular structure, containing the oxygen (2,5-dihy-drofuran), nitrogen (3-pyrrole) and sulfur (butadiene sulfone). Only the oxygen-containing cyde was carboxidized selectively, while the others showed a strong tendency towards side reactions resulting in a set of unidentified products. 

Mercuric oxide sulfuric acid Ring closure with acetylene derivs. 0-Heterocydics... 

Microwave-Assisted Synthesis of Sulfur and Nitrogen-Containing Heterocydes... 

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