1310207-69-2Relevant academic research and scientific papers
A facile route to 1: H- A nd 2 H-indazoles from readily accessible acyl hydrazides by exploiting a novel aryne-based molecular rearrangement
Shamsabadi, André,Chudasama, Vijay
supporting information, p. 11180 - 11183 (2018/10/15)
Herein we report the transformation of readily synthesised acyl hydrazides into 2-hydrazobenzophenones via a novel molecular rearrangement pathway using aryne chemistry. The developed reaction protocol is performed under relatively mild conditions and is
Design and application of new imidazolylsulfonate-based benzyne precursor: An efficient triflate alternative
Kovacs, Szabolcs,Csincsi, Adam I.,Nagy, Tibor Zs.,Boros, Sandor,Timari, Geza,Novak, Zoltan
supporting information; experimental part, p. 2022 - 2025 (2012/06/16)
Several o-(trimethylsilyl)aryl imidazolylsulfonates were synthesized in a simple process and successfully applied in cycloadditions involving benzyne intermediates. The precursor offers an efficient alternative for generating benzynes compared to widely used ortho TMS triflates under similar reaction conditions. With the utilization of this new precursor, the formation of potentially genotoxic trifluoromethanesulfonate side product is eliminated. The applicability of the new benzyne precursor was demonstrated in different types of cycloaddition reactions to prepare heterocyclic molecules.
Synthesis of substituted 1 H-indazoles from arynes and hydrazones
Li, Pan,Wu, Chunrui,Zhao, Jingjing,Rogness, Donald C.,Shi, Feng
, p. 3149 - 3158 (2012/07/14)
The 1H-indazole skeleton can be constructed by a [3 + 2] annulation approach from arynes and hydrazones. Under different reaction conditions, both N-tosylhydrazones and N-aryl/alkylhydrazones can be used to afford a variety of indazoles. The former reaction affords 3-substituted indazoles either via in situ generated diazo compounds or through an annulation/elimination process. The latter reaction leads to 1,3-disubstituted indazoles likely through an annulation/oxidation process. The reactions operate under mild conditions and can accommodate aryl, vinyl, and less satisfactorily, alkyl groups.
Synthesis of 3-substituted indazoles from arynes and N-tosylhydrazones
Li, Pan,Zhao, Jingjing,Wu, Chunrui,Larock, Richard C.,Shi, Feng
, p. 3340 - 3343 (2011/09/12)
Readily available, stable, and inexpensive N-tosylhydrazones react with arynes under mild reaction conditions to afford 3-substituted indazoles in moderate to good yields. The reaction appears to involve a dipolar cycloaddition of in situ generated diazo
