69141-52-2Relevant articles and documents
Base-Mediated Direct Transformation of N-Propargylamines into 2,3,5-Trisubstituted 1 H-Pyrroles
Mishra, Pawan K.,Verma, Shalini,Kumar, Manoj,Verma, Akhilesh K.
, (2018/11/23)
An efficient and base-mediated intramolecular cyclization of N-propargylamines for the synthesis of structurally diversified pyrroles in high yield has been described. The developed methodology is broadly applicable and is tolerated by a variety of functional groups. Key intermediates of natural product discoipyrrole C as well as HMG-CoA-reductase inhibitor have been successfully synthesized using developed chemistry. The proposed mechanism was supported by control experiments.
Base-Mediated Direct Transformation of N-Propargylamines into 2,3,5-Trisubstituted 1 H-Pyrroles
Mishra, Pawan K.,Verma, Shalini,Kumar, Manoj,Verma, Akhilesh K.
, p. 7182 - 7185 (2018/11/25)
An efficient and base-mediated intramolecular cyclization of N-propargylamines for the synthesis of structurally diversified pyrroles in high yield has been described. The developed methodology is broadly applicable and is tolerated by a variety of functional groups. Key intermediates of natural product discoipyrrole C as well as HMG-CoA-reductase inhibitor have been successfully synthesized using developed chemistry. The proposed mechanism was supported by control experiments.
Base-Promoted Oxidative Dearomatization of Pyrroles to 4-Pyrrolin-2-ones
Huang, Huabin,Hu, Bing,Lai, Yuanfa,Zou, Zhongai,Lin, Huixia,Xiao, Yujuan,You, Qihua,Shen, Jinhai
supporting information, p. 3906 - 3910 (2018/09/21)
A base-promoted oxidative dearomatization of substituted pyrroles for the synthesis of 3,3-disubstituted 4-pyrrolin-2-ones under mild reaction conditions is described. A cascade aerobic oxidation/semipinacol rearrangement reaction was involved, and the desired products bearing a quaternary carbon center were efficiently prepared using molecular oxygen (O2) as an ideal oxidant. (Figure presented.).
Copper-catalyzed C(sp3)-H functionalization of ketones with vinyl azides: synthesis of substituted-1H-pyrroles
Donthiri, Ramachandra Reddy,Samanta, Supravat,Adimurthy, Subbarayappa
supporting information, p. 10113 - 10116 (2015/10/28)
Copper-catalyzed C(sp3)-H functionalization of ketones with vinyl azides for the synthesis of substituted pyrroles has been developed. The method is a straightforward and efficient way to access a series of 2,3,5-trisubstituted-1H-pyrroles in modest to excellent yields with broad functional group tolerance under mild conditions.
Synthesis of multi-substituted pyrroles using enamides and alkynes catalyzed by Pd(OAc)2 with molecular oxygen as an oxidant
Xu, Yun-He,He, Tao,Zhang, Qiu-Chi,Loh, Teck-Peng
supporting information, p. 2784 - 2786 (2014/03/21)
A cyclization reaction between enamides and alkynes catalyzed by palladium(ii) acetate is described. In this method, the molecular oxygen serves as an efficient oxidant for the Pd(ii)/Pd(0) catalytic cycle. The simple reaction conditions permit this methodology to be used as a general tool for the preparation of multi-substituted pyrroles.
One pot regiospecific synthesis of polysubstituted pyrroles from benzylamines and ynones under metal free conditions
Shen, Jinhai,Cheng, Guolin,Cui, Xiuling
supporting information, p. 10641 - 10643 (2013/11/06)
A convenient one-pot weak base-promoted synthesis of polysubstituted pyrroles has been developed from benzylamines and ynones. This transformation involves the Michael addition reaction and intramolecular condensation, which features high regioselectivity, high efficiency, environmental friendliness and metal free. A series of polysubstituted pyrroles were provided in up to 91% yield for 27 examples.
Magnesium nitride as a convenient source of ammonia: Preparation of pyrroles
Veitch, Gemma E.,Bridgwood, Katy L.,Rands-Trevor, Karen,Ley, Steven V.
experimental part, p. 2597 - 2600 (2009/04/08)
The synthesis of a diverse array of pyrroles is reported from the cyclocondensation of 1,4-dicarbonyl compounds with magnesium nitride in methanol.
Catalytic asymmetric hydrogenation of 2,3,5-trisubstituted pyrroles
Kuwano, Ryoichi,Kashiwabara, Manabu,Ohsumi, Masato,Kusano, Hiroki
, p. 808 - 809 (2008/09/20)
Catalytic asymmetric hydrogenation of N-Boc-protected pyrroles proceeded with high enantioselectivity by using a ruthenium catalyst modified with a trans-chelating chiral bisphosphine PhTRAP. The ruthenium catalyst prepared from Ru(η3-methallyl
Studies in microwave mediated solvent-free synthesis of 5-aryl-2,3-diphenylpyrroles from 4-aryl-1,2-diphenyl-2-butene-1,4-diones
Rao, H Surya Prakash,Gorityala, Bala Kishan,Vasantham
, p. 1470 - 1474 (2008/09/18)
4-Aryl-1.2-diphenyl-2-butene-l,4-diones and ammonium formate when irradiated with microwaves furnish 5-aryl-2.3-diphenylpyrroles in good yield under solvent-free conditions.
ortho Effect on the Nitrosation of the 2,3-Diphenyl-5-(2-methoxyphenyl)pyrrole
Ceraulo, Leopoldo,Agozzino, Pasquale,Ferrugia, Mirella,Sprio, Vincenco
, p. 255 - 258 (2007/10/02)
A comparison of the behaviour on the nitrosation of the isomers 5-(2-methoxyphenyl)- (1a), 5-(3-methoxyphenyl)- (1b) and 5-(4-methoxyphenyl)-2,3-diphenylpyrroles (1c) carried out in the usual way with iso-amyl nitrite in a solution of sodium ethoxide in e
