Alajarin, Mateo published the artcile5-Alkenylthiazoles as In-Out Dienes in Polar [4+2] Cycloaddition Reactions, Formula: C3H8N2S, the publication is European Journal of Organic Chemistry (2013), 2013(33), 7500-7511, database is CAplus.
5-Alkenyl-2-thiazolamine derivatives react as in-out dienes with a wide range of electron-poor dienophiles leading to the corresponding cycloaddition products in good to excellent yields. A [4+2] cycloaddition of 5-alkenyl-2-aminothiazole derivatives can be classified as site-selective because only the diene group incorporating a formal carbon-carbon double bond (C-C double bond) of the heterocycle and that of the side-chain is involved. Calculations of the HOMO energy values of representative 5-alkenyl-2-aminothiazole derivatives were disclosed. The cycloaddition is endo-selective with N-phenylmaleimide or maleic anhydride and regioselective when the reactions are conducted with nonsym. dienophiles. Completely oxidized cycloadducts are obtained in a reaction of 5-alkenyl-2-aminothiazoles with naphthoquinone or di-Me acetylenedicarboxylate (DMAD). Unexpectedly, a reaction with 4-phenyl-1,2,4-triazoline-3,5-dione (PTAD) was not stereospecific. A mechanism placed at the concerted/stepwise boundary is proposed. The synthesis of the target compounds was achieved by a reaction of N,N-dimethyl-5-[2-(phenyl)ethenyl]-2-thiazolamine 1-phenyl-1H-pyrrole-2,5-dione (maleimide), 2,5-furandione (maleic anhydride), 4-phenyl-3H-1,2,4-triazole-3,5(4H)-dione, 1,1,2,2-ethenetetracarbonitrile, 1,4-naphthalenedione, 2-butynedioic acid 1,4-di-Me ester, di-Me fumarate, 2-propenoic acid Me ester.
European Journal of Organic Chemistry published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Formula: C3H8N2S.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia