Literature DB >> 26083102

Metal Free Formation of Various 3-Iodo-1H-pyrrolo[3',2':4,5]imidazo-[1,2-a]pyridines and [1,2-b]Pyridazines and Their Further Functionalization.

Z Tber1,2, M-A Hiebel1, A El Hakmaoui2, M Akssira2, G Guillaumet1, S Berteina-Raboin1.   

Abstract

3-iodo-1H-pyrrolo[3',2':4,5]imidazo-[1,2-a]pyridines and [1,2-b]pyridazines were prepared following Groebke-Blackburn-Bienaymé MCR combined with I2-promoted electrophilic cyclization. The flexibility of the method enables the introduction of diversity in the 2, 5, 6, and 7 positions on the resulting scaffold using commercially available starting materials. Furthermore, subsequent palladium-catalyzed reactions were successfully achieved using our iodinated derivatives.

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Year:  2015        PMID: 26083102     DOI: 10.1021/acs.joc.5b00555

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  10 in total

Review 1.  α-Aminoazoles/azines: key reaction partners for multicomponent reactions.

Authors:  Shah Imtiaz; Jahangir Ahmad War; Syqa Banoo; Sarfaraz Khan
Journal:  RSC Adv       Date:  2021-03-16       Impact factor: 3.361

2.  A Greener and Efficient Method for Nucleophilic Aromatic Substitution of Nitrogen-Containing Fused Heterocycles.

Authors:  Joana F Campos; Mohammed Loubidi; Marie-Christine Scherrmann; Sabine Berteina-Raboin
Journal:  Molecules       Date:  2018-03-18       Impact factor: 4.411

3.  Crystal structure and Hirshfeld surface analysis of N-(tert-but-yl)-2-(phenyl-ethyn-yl)imidazo[1,2-a]pyridin-3-amine.

Authors:  Zahira Tber; Sevgi Kansiz; Mohamed El Hafi; Mohamed Loubidi; Jabrane Jouha; Necmi Dege; El Mokhtar Essassi; Joel T Mague
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2019-09-27

4.  Toxicity Study of 28-Day Subcutaneous Injection of Arctigenin in Beagle Dogs.

Authors:  Jie Li; Yun-Gang Lv; Li-Hong Pan; Fang-Fang Yao; Tao Peng; Yu-Jun Tan; Gui-Min Zhang; Zhong Liu; Jing-Chun Yao; Yu-Shan Ren
Journal:  Front Pharmacol       Date:  2019-10-16       Impact factor: 5.810

Review 5.  Recent Progress in Metal-Free Direct Synthesis of Imidazo[1,2-a]pyridines.

Authors:  Vanya Kurteva
Journal:  ACS Omega       Date:  2021-12-14

6.  Three successive and regiocontroled palladium cross-coupling reactions to easily synthesize novel series of 2,4,6-tris(het)aryl pyrido[1',2':1,5]pyrazolo[3,4-d]pyrimidines.

Authors:  R Belaroussi; A Ejjoummany; A El Hakmaoui; M Akssira; G Guillaumet; S Routier
Journal:  RSC Adv       Date:  2018-01-02       Impact factor: 3.361

7.  Unusual rearrangement of imidazo[1,5-a]imidazoles and imidazo[1,2-b]pyrazoles into imidazo[1,5-a]pyrimidines and pyrazolo[1,5-a]pyrimidines.

Authors:  Khadija Gambouz; Mohsine Driowya; Mohammed Loubidi; Zahira Tber; Hassan Allouchi; Saïd El Kazzouli; Mohamed Akssira; Gérald Guillaumet
Journal:  RSC Adv       Date:  2019-09-16       Impact factor: 4.036

8.  Synthesis of Diversified Pyrazolo[3,4-b]pyridine Frameworks from 5-Aminopyrazoles and Alkynyl Aldehydes via Switchable C≡C Bond Activation Approaches.

Authors:  Xiao-Yu Miao; Yong-Ji Hu; Fu-Rao Liu; Yuan-Yuan Sun; Die Sun; An-Xin Wu; Yan-Ping Zhu
Journal:  Molecules       Date:  2022-09-27       Impact factor: 4.927

Review 9.  Diaza-1,3-butadienes as Useful Intermediate in Heterocycles Synthesis.

Authors:  Jorge Heredia-Moya; Daniel A Zurita; José Eduardo Cadena-Cruz; Christian D Alcívar-León
Journal:  Molecules       Date:  2022-10-09       Impact factor: 4.927

10.  Redox-active benzimidazolium sulfonamides as cationic thiolating reagents for reductive cross-coupling of organic halides.

Authors:  Weigang Zhang; Mengjun Huang; Zhenlei Zou; Zhengguang Wu; Shengyang Ni; Lingyu Kong; Youxuan Zheng; Yi Wang; Yi Pan
Journal:  Chem Sci       Date:  2020-12-22       Impact factor: 9.825

  10 in total

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