Vol.:(0123456789) 1 3 Journal of the Iranian Chemical Society https://doi.org/10.1007/s13738-018-1571-0 ORIGINAL PAPER One-pot facile synthesis of novel 1,2,3-triazole-appended α-aminophosphonates Ashruba B. Danne 1  · Satish V. Akolkar 1  · Tejshri R. Deshmukh 1  · Madiha M. Siddiqui 1  · Bapurao B. Shingate 1 Received: 5 September 2018 / Accepted: 6 December 2018 © Iranian Chemical Society 2018 Abstract New α-aminophosphonates bearing 1,2,3-triazolyl moiety were easily synthesized by one-pot reaction of 1-aryl-1H-1,2,3- triazole-4-carbaldehydes, anilines and trimethyl phosphite in good to excellent yields. All the synthesized compounds were characterized by IR, 1 H NMR and 13 C NMR analysis. These novel 1,2,3-triazole-incorporated α-aminophosphonates may be potential biological compounds due to the presence of both important moieties, 1,2,3-triazole and aminophosphonates. Graphical abstract Keywords 1,2,3-Triazole · α-Aminophosphonate · Multicomponent reaction · C–P bond formation Introduction The design and development of new synthetic strategies leading to diversely functionalized structures, which incor- porates various active pharmacophores in a single molecu- lar motif, have attracted great attention in synthetic organic chemistry. In particular, heterocyclic compounds hold a special place among medicinally active products. The devel- opment of a simple and efficient synthesis of compounds incorporating heterocyclic ring has given a new dimension to the drug discovery and development. The term click chemistry which was hosted by Sharp- less group is a cycloaddition reaction between alkyne and azide catalyzed by Cu(I), and it selectively gives 1, 4-dis- ubstituted 1,2,3-triazoles [1–6]. The 1,2,3-triazole ring has great importance in medicinal chemistry [7–9]. The 1,2,3-triazole containing drugs, 5-amino-1-(3,5-dichloro- 4-(4-chlorobenzoyl)benzyl)-1H-1,2,3-triazole-4-carbox- amide (CAI), cefatrizine and tazobactam are available in the market (Fig. 1). The 1,2,3-triazole is an bioisostere of amide [10] and also displays various biological activities including α-glucosidases inhibitors [11], anticancer [12], Electronic supplementary material The online version of this article (https://doi.org/10.1007/s13738-018-1571-0) contains supplementary material, which is available to authorized users. * Bapurao B. Shingate bapushingate@gmail.com 1 Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad 431 004, India