A New and Facile Protocol for the Synthesis of Dithiocarbamate-linked 3,4-Dihydro-2H-pyran Using N-Halo Catalysts Under Mild Conditions Reaction

Abstract

A new and facile protocol for the synthesis of dithiocarabamate in EtOH/H 2 O is described. Reaction of aromatic and aliphatic amines with CS 2 and 3,4-dihydro-2H-pyran in the presence of N,N,N',N'-tetrabromobenzene-1,3-disulfonamide [TBBDA] and poly(N-bromo-N-ethylbenzene-1,3-disulfonamide) [PBBS] gives the corresponding dithiocarbamates in good to high yields.

Efficient One‐Pot Synthesis of Quinazoline and Benzopyrano[2,3‐d]pyrimidine Derivatives Catalyzed by N‐Bromosulfonamides

“…As a part of our research in organic synthesis catalyzed by N,N,N',N'-tetrabromobenzene-1,3-disulfonamide (TBBDA) and poly(N,N'-dibromo-N-ethyl-benzene-1,3-disulfonamide) (PBBS) [18][19][20][21][22][23][24][25][26][27], hereby, we report simple, green, and efficient method for synthesis of quinazoline derivatives via one-pot, three-component reaction of substituted o-aminoaryl ketones, various aldehydes and ammonium acetate in ethanol and synthesis of benzopyrano[2,3-d]pyrimidine derivatives from salicylic aldehydes, malononitrile, and various cyclic amines via one-pot and pseudo four-component reaction in the presence of TBBDA or PBBS as catalysts under mild conditions (Scheme 1).…”

Dithiocarbamates: Challenges, Control, and Approaches to Excellent Yield, Characterization, and Their Biological Applications

“…Aly et al, Nabipour et al, Manav et al, and Ghorbani-Vaghei et al identified numerous applications of dithiocarbamates in biological studies as anticancer [13], antifungal [13], antibacterial [99, 100], rodent repelling [101], growth depressing [102], and toxicity studies [18]. According to Khan et al, palladium(II) and platinum(II) coordination compounds of dithiocarbamates attracted a lot of attention due to their better anticancer, antitumour, and less toxic properties than cisplatin [103].…”

A facile and effective procedure for the synthesis of new 1,3-thiazine-2-thione derivatives

“…[11][12][13][14][15] The majority of the reactions between carbon disulfide and N-nucleophiles involve the addition of carbon disulfide to N−H bonds. [16] The products of these reactions, dithiocarbamate salts, reacts with epoxides, [17][18][19] 2-chloro-1,3-dicarbonyl compounds, [20] chloroacetic acid, [21] diethyl 2-chloromalonate, [22] bromoacetophenone, [23] ethyl bromopyruvate, [24] α-haloketones, [25] 3,4-dihydro-2H-pyran, [26] electron-deficient alkenes, [27] β-nitrostyrene derivatives, [28] dibenzoylacetylene, [29] quinines, [30] and itaconic anhydride [31] that can be transformed into dithiocarbamate derivatives. *Corresponding author.…”