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

Full Text: HTML

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: ...

Related Articles:

Total synthesis of gymnorrhizol, an unprecedented 15-membered macrocyclic polydisulfide from the Chinese mangrove Bruguiera gymnorrhiza

[Alam, Ashraful; Takaguchi, Yutaka; Tsuboi, Sadao Synthetic Communications, 2005 , vol. 35, # 10 p. 1329 - 1333]

A convenient synthesis of symmetrical disulfides

[Hase, T. A.; Peraekylae, H. Synthetic Communications, 1982 , vol. 12, # 12 p. 947 - 950]

Synthesis of chlorinated and brominated biphenyl oxides

[Olah, George A.; Narang, Subhash C.; Field, Leslie D.; Salem, George F. Journal of Organic Chemistry, 1980 , vol. 45, # 23 p. 4792 - 4793]

Photochemistry and electronic structure of the bis (. eta. 5-cyclopentadienyl) titanium sulfide [(. eta. 5-C5H5) 2TiS5] complex

[Journal of the American Chemical Society, , vol. 106, # 22 p. 6660 - 6664]

An efficient and mild cleavage of thiol acetate with clayfen in the absence of solvent

[Meshram, Harshadas M. Tetrahedron Letters, 1993 , vol. 34, # 15 p. 2521 - 2522]

More Articles...