862201-39-6Relevant articles and documents
Base-promoted ring-closing carbonyl-allene metathesis for the synthesis of 2,4-disubstituted pyrroles
Cheng, Guolin,Lv, Weiwei,Xue, Lulu
, p. 4414 - 4417 (2018/10/17)
A base-promoted ring-closing carbonyl-allene metathesis reaction of N-allenyl β-enaminones (generated in situ from N-propargyl β-enaminones) gives 2,4-disubstituted pyrroles with cleavage of the C(sp)-C(sp3) bond. This transition metal-free procedure generates 1 equiv. of acetic acid as the sole byproduct. A preliminary mechanistic study supports a stepwise [2 + 2] cycloaddition/retro [2 + 2] reaction pathway.
Reaction between 4-Nitro-1,3-diarylbutan-1-ones and Ammonium Acetate in the Presence of Morpholine and Sulfur: An Efficient Synthesis of 2,4-Diarylpyrroles
Adib, Mehdi,Ayashi, Neda,Heidari, Fatemeh,Mirzaei, Peiman
, p. 1738 - 1742 (2016/07/06)
An efficient synthesis of 2,4-diarylpyrroles is described. Heating a mixture of a 4-nitro-1,3-diarylbutan-1-one and ammonium acetate in the presence of morpholine and sulfur afforded the corresponding 2,4-diarylpyrroles in excellent yields.
A modular synthesis of unsymmetrical tetraarylazadipyrromethenes
Hall, Michael J.,McDonnell, Shane O.,Killoran, John,O'Shea, Donal F.
, p. 5571 - 5578 (2007/10/03)
A stepwise route to unsymmetrical tetraarylazadipyrromethenes by a condensation of 2,4-diaryl-5-nitroso-pyrroles with 2,4-diarylpyrroles is described. This modular building-block approach allows for the introduction of up to four different aryl substituents on the azadipyrromethene and is tolerant of a varied substituent set. An efficient synthesis of the 2,4-diarylpyrroles building blocks from 1,3-diaryl-4-nitro-butan-1-ones by nitro hydrolysis to a keto-aldehyde and subsequent ammonia condensation reaction has been achieved. The facile conversion of 2,4-diarylpyrroles into their α-nitroso analogues by their reaction with sodium nitrite generated the second building block required for the synthesis.