Welcome to Francis Academic Press

Academic Journal of Materials & Chemistry, 2023, 4(6); doi: 10.25236/AJMC.2023.040609.

Review on the Application of O-Alkenylaryl Isocyanide in Heterocyclic Synthesis


Hanfu Hu, Tuanli Yao

Corresponding Author:
Tuanli Yao

Shaanxi University of Science and Technology, Xi'an, China


In recent years, isocyanide compounds have been increasingly used in the field of organic synthetic chemistry, and more and more chemists are using isocyanide compounds to construct N-containing heterocyclic compound frameworks. Therefore, the purpose of this review is to showcase the recent research progress in the synthesis of N-containing heterocyclic compounds using o-alkenylaryl isocyanides.


Isocyanide, Organic synthesis, quinoline, indole

Cite This Paper

Hanfu Hu, Tuanli Yao. Review on the Application of O-Alkenylaryl Isocyanide in Heterocyclic Synthesis. Academic Journal of Materials & Chemistry (2023) Vol. 4, Issue 6: 48-52. https://doi.org/10.25236/AJMC.2023.040609.


[1] Evoniuk, C. J., Ly, M., & Alabugin, I. V. (2015). Coupling cyclizations with fragmentations for the preparation of heteroaromatics: quinolines from o-alkenyl arylisocyanides and boronic acids. Chemical Communications, 51(64), 12831-12834.

[2] Bao, L., Liu, J., Xu, L., Hu, Z., & Xu, X. (2018). Divergent Synthesis of Quinoline Derivatives via [5+ 1] Annulation of 2‐Isocyanochalcones with Nitroalkanes. Advanced Synthesis & Catalysis, 360(9), 1870-1875.

[3] Liu, Y., Li, S. J., Chen, X. L., Fan, L. L., Li, X. Y., Zhu, S. S., ... & Yu, B. (2020). Mn (III)‐Mediated Regioselective 6‐endo‐trig Radical Cyclization of o‐Vinylaryl Isocyanides to Access 2‐Functionalized Quinolines. Advanced Synthesis & Catalysis, 362(3), 688-694.

[4] Mao, S., Wang, H., Liu, L., Wang, X., Zhou, M. D., & Li, L. (2020). Trifluoromethylation/ Difluoromethylation‐Initiated Radical Cyclization of o‐Alkenyl Aromatic Isocyanides for Direct Construction of 4‐Cyano‐2‐Trifluoromethyl/ Difluoromethyl‐Containing Quinolines. Advanced Synthesis & Catalysis, 362(11), 2274-2279.

[5] Onitsuka, K., Suzuki, S., & Takahashi, S. (2002). A novel route to 2, 3-disubstituted indoles via palladium-catalyzed three-component coupling of aryl iodide, o-alkenylphenyl isocyanide and amine. Tetrahedron letters, 43(35), 6197-6199.

[6] Men, Y., Hu, Z., Dong, J., Xu, X., & Tang, B. (2018). Formal [1+ 2+ 3] annulation: domino access to carbazoles and indolocarbazole alkaloids. Organic letters, 20(17), 5348-5352.

[7] Santos, M. S., Betim, H. L., Kisukuri, C. M., Campos Delgado, J. A., Corrêa, A. G., & Paixão, M. W. (2020). Photoredox Catalysis toward 2-Sulfenylindole Synthesis through a Radical Cascade Process. Organic Letters, 22(11), 4266-4271.

[8] Zhang, X., Zhu, P., Zhang, R., Li, X., & Yao, T. (2020). Visible-light-induced decarboxylative cyclization of 2-alkenylarylisocyanides with α-oxocarboxylic acids: Access to 2-acylindoles. The Journal of Organic Chemistry, 85(15), 9503-9513.

[9] Zhang, T., Yu, M., & Huang, H. (2021). Fe-catalyzed Fukuyama-type indole synthesis triggered by hydrogen atom transfer. Chemical Science, 12(31), 10501-10505.

[10] Drennhaus, T., Leifert, D., Lammert, J., Drennhaus, J. P., Bergander, K., Daniliuc, C. G., & Studer, A. (2023). Enantioselective Copper-Catalyzed Fukuyama Indole Synthesis from 2-Vinylphenyl Isocyanides. Journal of the American Chemical Society, 145(15), 8665-8676.