The reaction of 2-methylbenzothiazole or 2,5-dimethylbenzothiazole with dimethyl acetylene-dicarboxylate in the presence of heterocyclic compounds containing an NH group such as maleimide, succinimide, indole, 2-methyl indole and carbazole, leads to dimethyl 2-(2-methylenebenzo[d]thiazol-3(2H)-yl) succinate derivatives in good yields. The reactions proceed smoothly at room temperature without a catalyst.
BondockS., FadalyW., and MetwallyM.A., Eur. J. Med. Chem., 2010, 45, 3692.
2.
GunawardanaG.P., KohmotoS., GunesakaraS.P., McconnelO.J., and KoehnF.E., J. Am. Chem. Soc., 1988, 110, 4856.
3.
GunawardanaG.P., KohmotoS., and BurresN.S., Tetrahedron Lett., 1989, 30, 4359.
4.
DakovicM., CicakH., SoldinZ., and Tralic-KulenovicV., J. Mol. Structure., 2009, 938, 125.
5.
NadkarnA.B., KamathR.V., and KhadseG.B., Indian. J. Heterocycl. Chem., 2000, 9, 309.
6.
ShiD.Q., RongS.F., and DouG.L., Synth. Commun., 2010, 40, 2302.
7.
SolomonV.R., HuC., and LeeH., Bioorg. Med. Chem., 2009, 17, 7585.
8.
PalS., PatraG., and BhuniaS., Synth. Commun., 2009, 39, 1196.
9.
AdibM., SheibaniE., ZhuL.G., and BijanzadehH.R., Tetrahedron Lett., 2009, 50, 4420.
10.
MeenakshiS., and MalhotraR., Synth. Commun., 2011, 41, 136.
11.
PillaiA.N., DeviB.R., SureshE., and NairV., Tetrahedron Lett., 2007, 48, 4391.
12.
NassiriM., J. Chem. Res., 2012, 36, 166.
13.
NassiriM., Synth. Commun., 2013, 43, 157.
14.
NassiriM., J. Chem. Res., 2011, 35, 437.
15.
NassiriM., HeydariR., HazeriN., Habibi-KhorassaniS.M., MaghsoodlouM.T., and Jalili MilaniF., J. Chem. Res., 2010, 34, 365.
16.
YavariI., and KarimiE., Tetrahedron Lett., 2008, 49, 6433.
17.
AbeM., TaniguchiK., and HayashiT., Arkivoc, 2007, (viii), 58.
18.
HalimR., BrimbleM.A., and WoodgateP.D., Arkivoc, 2002, (i), 61.
19.
LakshmiR., and BalasubramanianK.K., Arkivoc, 2003, (iii), 140.
20.
MaghsoodlouM.T., Rostami-CharatiF., Habibi-KhorassaniS.M., GhasemzadehM., and MakhaM., J. Chem. Res., 2008, 55.
21.
BreitmaierE., and VoelterW.Carbon-13 NMR spectroscopy: high-resolution methods and applications in organic chemistry and biochemistry, 3rd edn. VCH, Weinheim, 1987, pp. 280 and 282.
22.
YavariI., MoradiL., NasiriF., and DjahanianiH., Monatsh. Chem., 2005, 136, 1757.
23.
YavariI., HossainiZ., and KarimiE., Monatsh. Chem., 2007, 138, 1267.
24.
YavariI., AlisadehA.A., and Anary-AbbasinejadM., Tetrahedron Lett., 2002, 43, 9449.