A novel type of ring closure of amino-substituted thiocarbonyl ylides

• Autorzy: Romański J. , Mlostoń G. , Linden A. , Heimgartner H.
• Języki publikacji: EN

Abstrakty

EN

The reaction of 4,4-dimethyl-1,3-thiazole-5(4H)-thiones 7a-c with dimethyl 2-diazo-3-(phenyloamino)butanoate (2), prepared from dimethyl fumarate and phenyl azide, in toluene at 800C yielded mixtures of dimethyl 2-(4,5-dihydro-4,4-dimethyl-1,3-thiazol-5-ylidene)-3-(N-phenylamino)butanedioates of type 11 and four diastereoisometric 4,4-dimethyl-9-phenyl-1,6-dithia-3,9-diazaspiro[4,4]non-2-ene-7,8-dicarboxylates of type 12. The formation of the products of type 12 is rationalized by a novel cyclization of intermediate thiocarbonyl ylides 9. The structures of cis-12a, cis-12c, and trans-12c were established by X-ray crystallography.

Słowa kluczowe

EN

cyclization; diazo compounds; 1,3-thiazole-(4H)-thiones; thiocarbonyl ylides; crystal structure

• Wydawca: Polskie Towarzystwo Chemiczne
• Czasopismo: Polish Journal of Chemistry
• Rocznik: 1999
• Tom: vol. 73 nr 3
• Strony: 475--485

Twórcy

autor

Romański J.

autor

Mlostoń G.

autor

Linden A.

autor

Heimgartner H.

• Katedra Chemii Organicznej i Stosowanej Uniwersytet Łódzki ul. Narutowicza 68 90-136 Łódź