Effective DABCO-catalyzed synthesis of new tetrazolo[1,5-a]pyrimidine analogs

Abstract

In this study, an efficient multicomponent one-pot route is described for the DABCO-catalyzed synthesis of tetrazolo[1,5-a]pyrimidines. This synthesis strategy is based on the reaction of malononitrile and aldehydes with 5-aminotetrazole monohydrate using 1,4-diazabicyclo[2.2.2]octane (DABCO) in i-PrOH under reflux conditions. This protocol is a simple, green, and low-cost technique to prepare new compounds with potential medicinal properties.

A Cascade Aza‐Cope/Aza‐Prins Cyclization Leading to Piperidine Derivatives

“…The solid material was recrystallized from CCl 4 to afford compound 18 (4.44 g, 88 % yield) as white needles. 1 [24] To a solution of 1,4bis(bromomethyl)-2,5-dimethylbenzene (18, 1.0 g, 3.73 mmol) in CCl 4 (30 mL) were added NBS (1.33 g, 7.46 mmol) and (BzO) 2 (180 mg, 0.745 mmol, 20 mol-%). The mixture was heated at reflux for 24 h and then treated with water (20 mL).…”

Palladium‐anchored multidentate SBA‐15/di‐urea nanoreactor: A highly active catalyst for Suzuki coupling reaction

“…[44] Ghorbani-Vaghei et al described the synthesis of a novel SBA-15/AO/Pd(II) nanocatalyst by anchoring of amidoxime group on SBA-15 silica and followed by deposition of PdCl 2 . [45] Veisi et al were able to prepare SBA-15/CCPy/Pd(II) as a heterogeneous catalyst for C─C coupling reactions through functionalization of SBA-15 with 3-aminopropyltriethoxysilane. [46] All of the prepared Pd@functionalized SBA-15 catalysts mentioned above showed higher activity and Pd holding ability than Pd@SBA-15 in Suzuki coupling reactions.…”

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).…”