One-pot four-component synthesis of pyrimidyl and pyrazolyl substituted azulenes by glyoxylation–decarbonylative alkynylation–cyclocondensation sequences

Scholarly Works

• Betcke, I.; Götzinger, A. C.; Kornet, M. M.; Müller, T. J. J. Multicomponent syntheses of pyrazoles via (3 + 2)-cyclocondensation and (3 + 2)-cycloaddition key steps. Beilstein journal of organic chemistry 2024, 20, 2024–2077. doi:10.3762/bjoc.20.178
• Das, S.; Vanderghinste, J. Applications of Photoredox Catalysis for the Radical-Induced Cleavage of C-C Bonds. Synthesis 2021, 54, 3383–3398. doi:10.1055/a-1702-6193
• Lu, H.; Yu, T.-Y.; Xu, P.-F.; Wei, H. Selective Decarbonylation via Transition-Metal-Catalyzed Carbon-Carbon Bond Cleavage. Chemical reviews 2020, 121, 365–411. doi:10.1021/acs.chemrev.0c00153
• Gong, J.; Peshkov, A. A.; Yu, J.; Amandykova, S.; Gimnkhan, A.; Huang, J.; Kashtanov, S.; Pereshivko, O. P.; Peshkov, V. A. Three-component reaction of azulene, aryl glyoxal and 1,3-dicarbonyl compound for the synthesis of various azulene derivatives. RSC advances 2020, 10, 10113–10117. doi:10.1039/d0ra00356e
• Nájera, C.; Sydnes, L. K.; Yus, M. Conjugated Ynones in Organic Synthesis. Chemical reviews 2019, 119, 11110–11244. doi:10.1021/acs.chemrev.9b00277
• Razus, A. C.; Birzan, L. Synthesis of azulenic compounds substituted in the 1-position with heterocycles. Monatshefte für Chemie - Chemical Monthly 2018, 150, 139–161. doi:10.1007/s00706-018-2294-8
• Gers-Panther, C. F.; Müller, T. Multicomponent Syntheses of Heterocycles Initiated by Catalytic Generation of Ynones and Ynediones. Advances in Heterocyclic Chemistry 2016, 120, 67–98. doi:10.1016/bs.aihch.2016.04.007
• Park, S.; Jeon, W. H.; Yong, W.-S.; Lee, P. H. Synthesis of Azulen-1-yl Ketones via Oxidative Cleavage of C–C Multiple Bonds in N-Sulfonyl Enamides and 1-Alkynes under Air and Natural Sunlight. Organic letters 2015, 17, 5060–5063. doi:10.1021/acs.orglett.5b02545
• Denißen, M.; Nordmann, J.; Dziambor, J.; Mayer, B.; Frank, W.; Müller, T. Sequential palladium catalyzed coupling–cyclocondensation–coupling (C3) four-component synthesis of intensively blue luminescent biarylsubstituted pyrazoles. RSC Advances 2015, 5, 33838–33854. doi:10.1039/c5ra03104d
• Xing, Y.; Cheng, B.; Wang, J.; Lu, P.; Wang, Y. Copper-catalyzed three-component synthesis of 3-aminopyrazoles and 4-iminopyrimidines via β-alkynyl-N-sulfonyl ketenimine intermediates. Organic letters 2014, 16, 4814–4817. doi:10.1021/ol502302w
• Chen, F.; Wang, T.; Jiao, N. Recent Advances in Transition-Metal-Catalyzed Functionalization of Unstrained Carbon–Carbon Bonds. Chemical reviews 2014, 114, 8613–8661. doi:10.1021/cr400628s
• Bera, M. K.; Domínguez, M.; Hommes, P.; Reissig, H.-U. The Flögel-three-component reaction with dicarboxylic acids – an approach to bis(β-alkoxy-β-ketoenamides) for the synthesis of complex pyridine and pyrimidine derivatives. Beilstein journal of organic chemistry 2014, 10, 394–404. doi:10.3762/bjoc.10.37
• Ishimoto, C. K.; Paulino, B. N.; Neri-Numa, I. A.; Bicas, J. L. The blue palette of life: A comprehensive review of natural bluish colorants with potential commercial applications. Food Research International 196, 115082. doi:10.1016/j.foodres.2024.115082

Explore citations to this article at