Synthesis of biphenylyltetrazole derivatives of 1-aminopyrroles as angiotensin II antagonists

Synthesis of 5-amino-4-hetaryl-2,3-dihydro-1h-3-pyrrolones

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The interest in derivatives of 2-aminopyrrole has arisen in connection with their prospective use as medicines [1][2][3][4][5][6][7][8] and as components of dyes in photography [9][10][11]. The principal methods for the synthesis of these compounds are the condensation of methylene-active nitriles with derivatives of α-aminocarbonyl compounds [12][13][14][15][16][17] or amination of substituted 4-halobutyronitriles [18][19][20][21][22][23][24] or their synthetic equivalents [25][26][27].

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1,2-Diaza-1,3-butadienes: just a nice class of compounds, or powerful tools in organic chemistry? Reviewing an experience

“…1,2-Diaminopyrroles, 19, and pyrrolo [2,3-b]pyrroles, 20, were furnished by treatment of DBD, 1, with malononitrile, 56,57 β-cyano esters, 56 β-cyano ketones, 58 β-cyano amides, 57,58,90 remotely activated nitriles, 57,60 and β-cyanophosphonates, 57,62 18, in equimolar ratio or in molar excess, respectively, through [3+2] annulation on the same cyano function. Examples of complex heterocycle structures derived from diaminopyrroles 19 are also shown in Scheme 9.…”

“…2-Hydroxy-1-aminopyrrolines, 14, and 1-aminopyrroles, 15, were synthesized by reaction of DBD, 1, with β-diketones, β-keto esters, 15,17,18,22,[29][30][31][32][33][34][35][36][37][38][39]42,43,67,90 β-keto amides, [8][9][10]18,22,28,38,[46][47][48][49]67 β-keto lactones, 37 β-keto phosphoranes, 55 β-nitro ketones, 61,67 β-keto sulfones, [50][51][52]67 β-cyano ketones, 58,59,67 remotely activated ketones, 60 β-keto phosphonates, 62 α,α-dichloroacetophenone, 13, 68 …”

Cyclic α-amino acids as precursors for synthesis of 2-amino-3-hetarylpyrrolin-4-ones and their spiro derivatives

“…Aminopyrroles have received great attention as materials of choice for preparation of pharmacological drugs [1][2][3][4][5][6][7][8][9][10][11] because of their possibility to activate the potassium channels [1,2], inhibit phosphodiesterase VII [3,4], prevent urinary incontinence [5,6], inhibit HIV replication [7], and have fungicidal activity [8]. These beneficial biological activities continue to make aminopyrroles attractive targets for both synthetic and medicinal chemists.…”