Literature DB >> 24098885

"One pot" regiospecific synthesis of polysubstituted pyrroles from benzylamines and ynones under metal free conditions.

Jinhai Shen1, Guolin Cheng, Xiuling Cui.   

Abstract

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.

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Year:  2013        PMID： 24098885     DOI： 10.1039/c3cc43844a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  6 in total

Review 1.  Transition metal-free one-pot synthesis of nitrogen-containing heterocycles.

Authors:  Simpal Kumari; Dharma Kishore; Sarvesh Paliwal; Rajani Chauhan; Jaya Dwivedi; Aakanksha Mishra
Journal:  Mol Divers       Date:  2015-06-09       Impact factor: 2.943

2.  Calixarene alpha-ketoacetylenes: versatile platforms for reaction with hydrazine nucleophile.

Authors:  Anton A Muravev; Svetlana E Solovieva; Farida B Galieva; Olga B Bazanova; Ildar Kh Rizvanov; Kamil A Ivshin; Olga N Kataeva; Susan E Matthews; Igor S Antipin
Journal:  RSC Adv       Date:  2018-09-21       Impact factor: 3.361

3.  Reaction of FcC[triple bond, length as m-dash]CC(O)R (Fc = ferrocenyl) with Ru3(CO)12 leading to unexpected nitro-group reduced ruthenoles and 1,2-CO-inserted triruthenium clusters.

Authors:  Lei Xu; Liping Jiang; Shasha Li; Guofang Zhang; Weiqiang Zhang; Ziwei Gao
Journal:  RSC Adv       Date:  2018-07-16       Impact factor: 4.036

4.  Metal-free cascade synthesis of unsymmetrical 2-aminopyrimidines from imidazolate enaminones.

Authors:  Xue Cui; Jianting Ma; Tingting Zeng; Junyu Xu; Youbin Li; Xuesong Wang
Journal:  RSC Adv       Date:  2021-07-14       Impact factor: 4.036

5.  PIDA-mediated intramolecular oxidative C-N bond formation for the direct synthesis of quinoxalines from enaminones.

Authors:  Hong Zhang; Jinhai Shen; Zhenhui Yang; Xiuling Cui
Journal:  RSC Adv       Date:  2019-03-07       Impact factor: 4.036

6.  Direct synthesis of pentasubstituted pyrroles and hexasubstituted pyrrolines from propargyl sulfonylamides and allenamides.

Authors:  Changqing Ye; Yihang Jiao; Mong-Feng Chiou; Yajun Li; Hongli Bao
Journal:  Chem Sci       Date:  2021-06-08       Impact factor: 9.825
  6 in total

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