70200-79-2Relevant academic research and scientific papers
Synthesis of 2H-pyrroles by treatment of pyrrolidines with DDQ
Cheruku, Srinivasa R.,Padmanilayam, Maniyan P.,Vennerstrom, Jonathan L.
, p. 3701 - 3703 (2007/10/03)
A mild and efficient synthesis of 2,2-dialkyl-3,5-diaryl-2H-pyrroles is described. Treatment of 2,2-dialkyl-3,5-diarylpyrrolidines with DDQ in dioxane for 12-24 h at rt afforded the corresponding 2H-pyrroles in 55-81% overall yields.
THE SYNTHESIS AND CHEMISTRY OF AZOLENINES. PART 21. REVERSIBLE INTERCONVERSIONS OF ISOMERIC 2H- AND 3H-PYRROLES DURING THERMAL REARRANGEMENT INTO 2,3-DIMETHYL-4,5-DIPHENYL-1H-PYRROLE
Cheung, William M. L.,Sammes, Michael P.
, p. 2348 - 2355 (2007/10/02)
Thermal rearrangments of 2,3-dimethyl-2,5-diphenyl-2H-pyrrole 1 and 2,3-dimethyl-3,5-diphenyl-3H-pyrrole 3 at 270 deg C for 12 h yield the same product 2,3-dimethyl-4,5-diphenyl-1H-pyrrole 5.On heating either 1 or 3 for only 1 h, four isomeric 2H- and 3H-pyrroles are observed, demonstrating the facile interconversion of these compounds prior to non-reversible rearrangment into the 1H-pyrrole 5.No traces of other 1H-pyrrole isomers were detected.
Nitrones and Oxaziridines. XXXIX Conversion of 1-Pyrroline 1-Oxides into 2H-Pyrroles through the Hetero-Cope Rearrangement
Black, David, St.C.,Strauch, Richard J.
, p. 71 - 78 (2007/10/02)
The 1-pyrroline 1-oxides (1) undergo a hetero-Cope rearrangement to give variously the 2H-pyrroles (2) and/or the 3-benzoyloxy-1-pyrrolines (3).The esters (3) can be hydrolysed to the corresponding alcohols (4).
REACTION OF CHLOROSULFONYL ISOCYANATE WITH NITRONES: AN EFFICIENT METHOD FOR THE SYNTHESIS OF CYCLIC ENAMIDES AND 2H-PYRROLES
Joseph, Sajan P.,Dhar, D. N.
, p. 5209 - 5214 (2007/10/02)
Reaction of chlorosulfonyl isocyanate (CSI) with nitrones (derived from cyclic conjugated ketones), 1-7 and 3,4-dihydro-2H-pyrrole-1-oxides, 15a-f, has been studied.Nitrones, 1-7, react with CSI to form the enamides, 8, 10-14, and the cyclic amide, 9, in
CONVERSION OF 3,4-DIHYDRO-2H-PYRROLE-1-OXIDE TO 2H-PYRROLE USING CHLOROSULFONYL ISOCYANATE
Joseph, Sajan P.,Dhar, D. N.
, p. 1743 - 1748 (2007/10/02)
3,4-Dihydro-2H-pyrrole-1-oxides 1a-e react with Chlorosulfonyl isocyanate (CSI), to give the 2H-pyrroles 2a-e. 3,4-Dihydro-2,2,4,4-tetramethyl-2H-pyrrole-1-oxide 1f on treatment with CSI furnished 3,3,5,5-tetramethyl pyrrolidin-2-one.
