Tetrahedron

Reaction of pyrrole anions with carbon disulfide. Synthesis of pyrrole-3-carbodithioates

…, S Lubov'N, IM Al'bina, AP Demenev, AT Ol'ga…

Index: Trofimov, Boris A.; Sobenina, Lubov' N.; Mikhaleva, Al'bina I.; Demenev, Andrey P.; Tarasova, Ol'ga A.; Ushakov, Igor' A.; Zinchenko, Sergey V. Tetrahedron, 2000 , vol. 56, # 37 p. 7325 - 7329

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Citation Number: 17

Abstract

2, 5-Disubstituted pyrroles react with carbon disulfide in the system KOH–DMSO with selective formation of pyrrole-3-carbodithioate anions from which pyrrole-3-carbodithioates were prepared by ethylation in 36–61% yield. From 2-methyl-5-phenyl (2-furyl-or 2-thienyl) pyrroles only pyrrole-3-carbodithioates are formed, with no isomeric pyrrole-4- carbodithioates being present. The reaction direction depends on pyrrole ring substitution: ...