Tandem [8+ 2] Cycloaddition−[2+ 6+ 2] Dehydrogenation Reactions Involving Imidazo [1, 2-a] pyridines and Imidazo [1, 2-a] pyrimidines
M Aginagalde, Y Vara, A Arrieta, R Zangi…
Index: Aginagalde, Maialen; Vara, Yosu; Arrieta, Ana; Zangi, Ronen; Cebolla, Vicente L.; Delgado-Camon, Arantzazu; Cossio, Fernando P. Journal of Organic Chemistry, 2010 , vol. 75, # 9 p. 2776 - 2784
Full Text: HTML
Citation Number: 45
Abstract
The reaction between benzynes and imidazo [1, 2-a] pyridines (pyrimidines) to form benzo [a] imidazo [5, 1, 2-cd] indolizines and 2, 3, 9c-triazocyclopenta [j, k] fluorenes has been studied computationally and experimentally. It is found that these reactions take place via tandem [π8s+ π2s] and [σ2s+ π6s+ σ2s] processes. The [8+ 2] cycloaddition steps are essentially barrierless, and the aromatization steps occur via highly synchronous aromatic ...
Related Articles:
[Liu, Zhi; Chen, Zhen-Chu; Zheng, Qin-Guo Journal of Heterocyclic Chemistry, 2003 , vol. 40, # 5 p. 909 - 911]
[Cheng, Hui-Ting; Hou, Rei-Sheu; Wang, Huey-Min; Kang, Iou-Jiun; Lin, Pei-Ying; Chena, Ling-Ching Journal of the Chinese Chemical Society, 2009 , vol. 56, # 3 p. 632 - 635]
[Aggarwal, Ranjana; Sumran, Garima Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2006 , vol. 45, # 12 p. 2690 - 2695]
[Aggarwal, Ranjana; Sumran, Garima Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2006 , vol. 45, # 12 p. 2690 - 2695]