149398-60-7Relevant academic research and scientific papers
A New Route to Dithiadiazafulvalene Derivatives from Mesoionic Thiazoles. Formation of a Ten-membered Macrocycle by Oxidation with Oxygen and in situ Generation of a Charge Transfer Complex with Tetracyanoquinodimethane
Bssaibis, Mohammed,Robert, Albert,Lemagueres, Pierre,Ouahab, Lahcene,Carlier, Roger,Tallec, Andre
, p. 601 - 602 (1993)
Mesoionic thiazoles are starting materials for the preparation of oxygen sensitive dithiadiazafulvalenes, which can be reacted in situ with acceptor derivatives to give the corresponding charge transfer complexes while their reaction with oxygen leads to a ten-membered macrocycle.
Preparation of Dithiadiazafulvalene Precursors: 2-Piperidino-2,3-dihydro-1,3-thiazoles or 2-Unsabstituted 2,3-Dihydro-1,3-thiazoles from the Reduction of the Corresponding 2-Piperidino Mesoionic Thiazoles
Bssaibis, Mohammed,Robert, Albert,Souizi, Abdel Aziz
, p. 1469 - 1472 (2007/10/02)
Depending on the experimentalconditions, either the 2-piperidino-3-aryl-4-alkylthio-5-aryl- or -alkyl-2,3-dihydro-1,3-thiazoles 8 or the 2-unsubstituted 3-aryl-4-alkylthio-5-aryl- or -alkyl-2,3-dihydro-1,3-thiazoles 10 have been prepared starting from mesoionic 5-alkyl- or 5-aryl-2-piperidino-1,3-thiazole-4-thiolates 6.After alkylation of the mesoionic compound, thebest conditions to isolate thehse two dihydrothiazoles were established froma mechanistic study of the reduction.Compound 8 is known to give dithiadiazafulvalenes through its thiazolium tetrafluoroborate salts.We show here that such salts can also be obtained from 10.
