Recent synthetic approaches to 1H- and 2H-indazoles (microreview)

Gaurav, Sarthak; Maru, Jayesh J.

doi:10.1007/s10593-020-02761-x

Cited by 5 publications

(2 citation statements)

References 20 publications

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“…[32][33][34][35][36][37][38][39][40][41] In recent years, literature reports in regards to enabling certain regioselective synthetic paths towards 2H-indazoles have appeared. [1,[42][43][44][45][46][47][48][49][50][51][52][53][54] A common way for the formation of highly regioselective 2H-indazoles is based on the intramolecular coupling of properly pre-functionalized substrates including 2halobenzaldehydes. [55][56][57][58][59][60] This eco-efficient one-pot approach includes consecutive CÀ N and NÀ N bonds formation with extrusion of N 2 to corresponding 2H-indazoles.…”

Section: Introductionmentioning

confidence: 99%

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Copper(I) Complex of Dihydro Bis(2‐Mercapto Benzimidazolyl) Borate as an Efficient Homogeneous Catalyst for the Synthesis of 2H‐Indazoles and 5‐Substituted 1H‐Tetrazoles

et al. 2021

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In this work, catalytic activity of a series of copper(I) complexes containing dihydrobis(2-mercapto-benzimidazolyl) borate (Bb), and phosphine co-ligands was investigated in the synthesis of N-heterocycle compounds including 2H-indazoles and 5-substituted 1H-tetrazoles. The copper(I) complex containing tricyclohexylphosphine co-ligand, [Cu(Bb)(PCy 3)], displayed the highest catalytic activities for the formation of 2H-indazoles and 1H-tetrazoles. Apart from the nontoxicity and strong σ-donating ability of the introduced ligands, the introduced catalyst required easy handling processes. The catalytic reactions were successfully performed at low catalyst loadings in either PEG-200 or DMF and in relatively short reaction times. The diversity of these reactions was also explored with 20 and 12 examples. Finally, the current catalytic system is amenable to large-scale production of these N-heterocycle compounds.

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