2019
DOI: 10.1039/c9qo00283a
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Developments towards synthesis of N-heterocycles from amidinesviaC–N/C–C bond formation

Abstract: This review focuses on the synthesis of N-heterocycles using amidines as starting materials, with an emphasis on the mechanisms of these reactions via C–N/C–C bond formation.

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Cited by 108 publications
(69 citation statements)
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“…This reaction proceeds smoothly without any activation or modification of substances under neutral and metal-free conditions. The reactionc oulda lso be convenientlyp erformed on ag ram scale.Nitrogen-containing heterocyclesa re the mostr emarkable scaffoldss ince they are prevalent in variousn atural compounds, [1] pharmaceuticals, [2] agrochemicals [3] as well as synthetic bioactivem olecules. [4] Amongt he vast array of heterocycle compounds, fused pyrroles and polysubstituted pyrroles are particularly fascinating motifs and exhibit broad bioactivities.…”
mentioning
confidence: 99%
“…This reaction proceeds smoothly without any activation or modification of substances under neutral and metal-free conditions. The reactionc oulda lso be convenientlyp erformed on ag ram scale.Nitrogen-containing heterocyclesa re the mostr emarkable scaffoldss ince they are prevalent in variousn atural compounds, [1] pharmaceuticals, [2] agrochemicals [3] as well as synthetic bioactivem olecules. [4] Amongt he vast array of heterocycle compounds, fused pyrroles and polysubstituted pyrroles are particularly fascinating motifs and exhibit broad bioactivities.…”
mentioning
confidence: 99%
“…[11] An alternative strategy focuseso nt he generation of thiyl radicals and subsequent anti-Markovnikov addition onto an alkene (thiol-ene reaction). [12][13][14] This latter strategy is highly effective and has seen widespread application.I ndeed, the efficiency of this process renders it suitable as a" click" reaction and thus the thiol-ene reaction has seen applications in fields ranging from materials science to glycoscience and protein labelling. [15][16][17][18][19][20][21][22][23][24][25][26][27][28] There are aw ide variety of reported approaches for the formationo ft hiyl radicals, however the most frequently utilized are:( i) Hydrogen atom abstraction (HAA) from at hiol and;( ii) homolytic cleavage of weak SÀXb onds (X = halide, S, Se, etc.).…”
mentioning
confidence: 99%
“…Triazoles, as a type of significantly useful N -heterocycles, 15 have been widely applied in fluorescent materials, drug discovery, chemosensing, biochemistry, dendrimers, agricultural products, materials science, corrosion-retarding agents, dyes, and polymer chemistry, 68 due to the physically and chemically inertness against reduction, oxidation and hydrolysis under basic or acidic conditions. 9 Plenty of methods have been developed for the synthesis of 1,2,3-triazoles.…”
Section: Introductionmentioning
confidence: 99%