A magnetically recyclable iron oxide-supported copper oxide nanocatalyst (Fe₃O₄–CuO) for one-pot synthesis of S-aryl dithiocarbamates under solvent-free conditions

Abstract

A convenient preparation of S-aryl dithiocarbamates from amine, carbon disulfide and aryl iodide was developed by using the Fe3O4–CuO nanocatalyst under solvent free conditions.

Magnetically recyclable sepiolite/iron oxide/cupric oxide nanocomposite as a novel catalyst for the synthesis of S‐aryl dithiocarbamates by CS bond formation

“…3.4 | Phenyl morpholine-4-carbodithioate (1a) [38] Light brown solid, mp 137-139 C. IR (KBr): 3.5 | P-Tolyl morpholine-4-carbodithioate (2a) [39] Yellow solid, mp 134-137 C. IR (KBr): 3.6 | 4-Methoxyphenyl morpholine-4-carbodithioate (3a) [39] Yellow solid, mp 133-135 C. IR (KBr): 3.7 | 4-Chlorophenyl morpholine-4-carbodithioate (4a) [20] Yellow 3.8 | Phenyl piperidine-1-carbodithioate (5a) [38] Yellow solid, mp 110-112 C. IR (KBr): 1,226, 1,576, 2,852, 2,926, 2,988 cm À1 . 3.9 | p-Tolyl piperidine-1-carbodithioate (6a) [39] Yellow solid, mp 115-118 C. IR (KBr): 3.10 | 4-Methoxyphenyl piperidine-1-carbodithioate (7a) [39] White solid, mp 93-96 C. IR (KBr): 3.11 | 4-Chlorophenyl piperidine-1-carbodithioate (8a) [20] Yellow solid, mp 85-88 C. IR (KBr): 3.12 | Phenyl pyrrolidine-1-carbodithioate (9a) [38] Yellow solid, mp 92-94 C. IR (KBr): 3.14 | 4-Methoxyphenyl pyrrolidine-1-carbodithioate (11a) [40] Yellow solid, mp 102-104 C. IR (KBr): 1,161, 1,590, 2,871, 2,956, 3,010 cm À1 .…”

“…S ‐aryl dithiocarbamates, due to their interesting chemistry and wide range of utilities, are vital structural forms occurring in numerous natural products, [ 16 ] agrochemicals and pharmaceuticals. [ 17 ] They have many potential applications, for example, as linkers in solid phase organic synthesis, [ 18 ] agrochemicals, [ 19 ] as versatile synthetic intermediates, [ 20 ] biologically active compounds, [ 16 ] protecting groups in peptide synthesis, [ 21 ] and in the synthesis of ionic liquids. [ 22 ] The most common method in synthesizing the dithiocarbamates is the reaction of amines with isothiocyanates or thiophosgene, [ 23 ] which are not environmentally acceptable.…”

The two-step electrosynthesis of nanocomposites of Ag, Au, and Pd nanoparticles with iron(ii) oxide-hydroxide

“…[1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19] NPs of metal oxides also show catalytic activity in several reactions (oxidation, reduction, coupling, condensation, etc. ), [20][21][22][23] and they, in combination with MNPs, can act as active cocatalysts, [24][25][26][27][28][29][30][31][32] giving to the nanocomposite bifunctionality or synergistic effects. When binding MNPs, metal oxides can also serve as MNP stabilizers and supports.…”

Domino assembly of dithiocarbamatesviaCu-catalyzed denitrogenative thiolation of iodotriazole-based diazo precursors

“…19 Cu-Assisted thiolation of aryl halides and boronic acids was proposed to access S -aryl dithiocarbamates. 20 Visible-light promoted C–S bond formation has also recently emerged as a useful tool for the synthesis of this moiety. 21…”