Manfred Haake

A one-step transformation of aromatic aldehydes to nitriles, using S,S-Dimethylsulfurdiimide as iminating agent. Isolation of dithiatetrazocines as reaction intermediates.

Abstract S , S -Dimethylsulfurdiimide is explored as a novel and effective reagent for the direct synthesis of aromatic nitriles from aldehydes. A novel eight-membered heterocycle is isolated as a reaction intermediate and a mechanism for this reaction is discussed.

Zur desoxygenierung von tritylthionitrit

Tritylthionitrit (I) reagiert mit 2 Mol Triphenylphosphin (II) zum Phosphinoxi (III) und dem Phosphinirnin (IV), das mit Trimethyloxoniumtetrafluoroborat zum Salz (V) methyliert wird.

Domino Knoevenagel Hetero-Diels-Alder/Ene Reactions with 1λ6.2.6-Thiadiazine-3.5-Diones

From thiadiazinediones 2 via one-pot intra- and intermolecular Domino-Knoevenagel/Hetero-Diels-Alder/Ene reactions polyheterocycles are obtained with high diastereoselectivities.

Synthese neuer 1λ6- und 1λ4,2,4,6-Thiatriazine aus S,S-Diorganosulfodiimiden / Synthesis of Novel 1λ6- and 1λ4,2,4,6-Thiatriazines from S,S-Diorganosulfodiimides

From S,S-diorganosulfodiimides 1a-e with diphenylcyanimidocarbonate (2) via condensation products 3a-e and 6a-d novel heterocycles were obtained. In DMF 3a-c react with aliphatic amines to form 1λ4,2,4,6-thiatriazines 4a-e and 5a, b. With HCl 6a-d can be cyclized to give 1λ6,2,4,6-thiatriazine hydrochlorides 8a-d. These are thermally converted into 1λ4,2,4,6-thiatriazines 4a, f, g. Condensation of 6a with orthoesters and paraformaldehyde affords 1λ6,2,4,6- thiatriazines 9a, b and 10a, whereas 3a, e undergoes ring closure with methyl hydrazine to 1,2,4- triazoles 11a, e.

Novel methods for the synthesis of N-trichloroacetyl- and N-formyl-S,S-diarylsulfilimines

Abstract N-Trichloroacetyl-S,S-diarylsulfilimines are prepared in quantitative yields from sulfilimines and trichloroacetamide; whereas N-formyl-S,S-diarylsulfilimines are obtained quantitatively by alkaline cleavage of N(l-hydroxy-2,2,2-trichloroethyl)-S,S-diarylsulfilimines.

C-S Bond Cleavage Reactions of Sulfonediimines

Abstract Nucleophilic C-S bond cleavage of Sulfonediimines to Sulfinamidine-type Structures is discussed