ChemInform Abstract: Application of Copper Catalysis in a One-Pot Procedure for 1-Alkyl-3-methoxy-2-methylthiopyrroles Starting from Methoxyallene and Alkyl Isothiocyanates.

✍ Scribed by N. A. NEDOLYA; L. BRANDSMA; O. A. TARASOVA; H. D. VERKRUIJSSE; B. A. TROFIMOV

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 30 KB
• Volume: 29
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199828142

✦ Synopsis

Application of Copper Catalysis in a One-Pot Procedure for 1-Alkyl-3-methoxy-2-methylthiopyrroles Starting from Methoxyallene and Alkyl Isothiocyanates.

-Usual workup of a reaction mixture obtained from lithiation of methoxyallene (I), followed by addition of thiocyanates and methyl iodide affords a 1:3 mixture of pyrroles (IV) and dihydropyridines (V). However, addition of catalytic Cu(I) (CuI or CuBr) prior to workup results in selective formation of the pyrroles. -(NEDOLYA, N.