299426-84-9Relevant academic research and scientific papers
Nickel-Catalyzed Synthesis of N-Substituted Pyrroles Using Diols with Aryl- and Alkylamines
Singh, Khushboo,Kabadwal, Lalit Mohan,Bera, Sourajit,Alanthadka, Anitha,Banerjee, Debasis
, p. 15406 - 15414 (2019/01/04)
Herein, nickel-catalyzed sustainable strategy for the synthesis of N-substituted pyrroles using butene-1,4-diols and butyne-1,4-diols with a series of aryl-, alkyl-, and heteroarylamines is reported. The catalytic protocol is tolerant of free alcohol, halide, alkyl, alkoxy, oxygen heterocycles, activated benzyl, and the pyridine moiety and resulted in up to 90% yield. Initial mechanistic studies involving defined nickel catalyst, determination of rate, and order of reaction including deuterium-labeling experiments were performed for pyrrole synthesis.
A novel and convenient method for the preparation of 5-(diphenylmethylene)-1H-pyrrol-2(5H)-ones; synthesis and mechanistic study
Faigl, Ferenc,Deák, Szilvia,Mucsi, Zoltán,Hergert, Tamás,Balázs, László,Sándor, Boros,Balázs, Barbara,Holczbauer, Tamás,Nyerges, Miklós,Mátrav?lgyi, Béla
, p. 5444 - 5455 (2016/08/04)
An efficient, regioselective synthesis has been developed for the preparation of 5-(diphenylmethylene)-1H-pyrrol-2(5H)-ones from readily available 1H-pyrroles by sequential dibromination and selective organometallic bromine/lithium exchange followed by reaction with benzophenone. Comparison of various N-substituents was shown to demonstrate the high tolerance of the transformation to functional groups. The structures of the new products were determined by spectroscopic methods and confirmed by single-crystal X-ray diffraction measurement. In addition, theoretical study of the reaction mechanism and selective functionalization of the endocyclic double bond were also presented.
Nano sulfated titania as a heterogeneous solid acid catalyst for the synthesis of pyrroles by clauson-kaas condensation under solvent-free conditions
Hosseini-Sarvari,Najafvand-Derikvandi,Jarrahpour,Heiran
, p. 1732 - 1739 (2014/05/06)
A new and environmentally benign method for the preparation of N-substituted pyrroles from one-pot condensation reaction of 2,5-dimethoxytetrahydrofuran with amines and diamines in the presence of nano sulfated titania under solvent-free conditions is presented. This new protocol features simple operation, easy availability, stability, and eco-friendliness of catalyst, as well as high to excellent yields of products. In addition, we report for the first time an alternative method for the synthesis of pyrroles from aromatic amines containing the β-lactam fragment using nano sulfated titania as catalyst.
Organometallic approach to the functionalization of alkyl groups containing 1-phenylpyrroles
Faigl, Ferenc,Vas Feldhoffer, Bernadett,Thurner, Angelika
, p. 2841 - 2849 (2007/10/03)
Novel regioselective methods have been developed for the mono- and difunctionalization of alkyl groups containing 1-phenylpyrroles using different organometallic reagents. Tailoring the reagents and conditions allowed us to prepare several new mono- and r
