Transition metal-catalyzed C-C bond formation through C-H bond activation has emerged as versatile
method in modern organic synthesis.1 In this context, allylation/ alkylation via C-H bond activation have
been extensively studied with coupling partners such as allyl and unsaturated carbonyl derivatives.2 On
the other hand, strained ring systems such as cyclopropane/cyclopropene derivatives, have found diverse
synthetic application due to its ring strain. But their use in the C-H bond functionalization is rather
limited.3 With due interest in the C-H bond functionalization employing Cp*Co(III)/Cp*Rh(III)
catalysts,4 we envisioned the application of strained cyclopropanols and cyclopropenes, potential
precursors of homoenolates and vinylcarbenes, respectively, as suitable coupling partner in the C-H bond
functionalization of (hetero)arenes. Interestingly, this strategy afforded an efficient and easy access to
diversely substituted allylated/alkylated (hetero)arenes and annulated products. The above-mentioned
strategies will be discussed in detail during the presentation.
References:
[1] Umeda, N.; Hirano, K.; Suyatoh, T. J. Org. Chem. 2009, 74, 7094
[2] Mishra, N. K.; Sharma, S.; Park, J.; Han, P. S.; Kim, S. ACS Catal. 2017, 7, 2821
[3] a) Wang,Y.; Fordyce, E. A. F.; Chen, F. K.; Lam, H. W. Angew. Chem., Int. Ed. 2008, 47, 7350; b) Zhou, X.;
Yu, S.; Kong, L.; Li, X. ACS Catal. 2016, 6, 647
[4] Ramachandran, K.; Anbarasan, P. Eur. J. Org. Chem. 2017, 3965