58443-28-0Relevant academic research and scientific papers
Orthogonal synthesis of pyrroles and 1,2,3-triazoles from vinyl azides and 1,3-dicarbonyl compounds
Ng, Eileen Pei Jian,Wang, Yi-Feng,Hui, Benjamin Wei-Qiang,Lapointe, Guillaume,Chiba, Shunsuke
experimental part, p. 7728 - 7737 (2011/10/13)
Tri- and tetrasubstituted N-H pyrroles were prepared by the simple treatment of vinyl azides with 1,3-dicarbonyl compounds in toluene at 100 °C via 2H-azirine intermediates generated in situ. When the reactions of vinyl azides and 1,3-dicarbonyl compounds were performed in DMF in the presence of a catalytic amount of K2CO3, 1-vinyl-1,2,3-triazoles were obtained via 1,3-dipolar cycloaddition. These methodologies exploited orthogonal modes of chemical reactivity of vinyl azides, which could be achieved by slight modification of the reaction conditions.
Novel and convenient routes to substituted pyrroles and imidazoles
Katritzky, Alan R.,Zhu, Lie,Lang, Hengyuan,Denisko, Olga,Wang, Zuoquan
, p. 13271 - 13276 (2007/10/02)
S-Methyl N-(benzotriazol-1-ylmethyl)thioimidate 6 is obtained by lithiation of the corresponding N-(benzotriazol-1-ylmethyl)thioamide 5 and subsequent reaction with methyl iodide. Derivative 6 undergoes [2+3] cycloaddition reactions with α,β-unsaturated -esters, -ketones and -nitriles, and vinylpyridines which are followed by elimination of benzotriazole and the thioalkoxy group, to give 2,3,4-trisubstituted pyrroles. Lithiation of 6 followed by reactions with imines gives cyclized 4,5-dihydroimidazoles 14 which upon further treatment with ZnBr2 or direct refluxing in toluene yield the 1,2,5-trisubstituted imidazoles 15 in good yields.
Substituted pyrroles as stabilisers for chlorinated polymers
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, (2008/06/13)
A composition comprising a) a chlorinated polymer, and b) at least one compound of formula I STR1 wherein X is a group STR2 R1 and R2 are each independently of the other C1 -C20 alkyl, hydroxy- and/or halogen-su
Base-Induced Cycloaddition of N-(Tosylmethyl)imino Compounds to Michael Acceptors. Synthesis of 2,3,4-Trisubstituted Pyrroles
Houwing, Hendrik A.,van Leusen, Albert M.
, p. 1127 - 1132 (2007/10/02)
A series of N-(tosylmethyl)imino compounds has been prepared, and applied to a new, base induced, one operational synthesis of otherwise more difficulty accesible 2,3,4-trisubstituted pyrroles from electron deficient olefins.This regiospec
