One-pot three-component tandem reaction: Synthesis of aryl/alkyl cyanamides libraries and their further conversion into tetrazole derivatives

Abstract

ReferencesScans of 1 H and 13 C Spectra S11 S12-S63were purchased from Aldrich and used without further purification. The solvents were purchased and dried according to standard procedure prior to use. 1 1 H NMR (400 MHz) spectra were recorded with a Varian 400 spectrometer. Infrared (IR) spectra recorded on a Perkin Elmer Spectrum one FT-IR spectrometer. VKSI Medico Centrifuge machine was used for our experimental procedure for the synthesis of substituted cyanamides.

The capable Pd complex immobilized on the functionalized polymeric scaffold for the green benzylation reaction

“…[20] Cyanamides (RR 0 NCN) not only are useful intermediates for the synthesis of heterocyclic compounds but also indicate inhibition activity for tumor growth. [21] The most straightforward method for synthesis of monosubstituted and disubstituted cyanamide derivatives is the direct alkylation of metal cyanamides. [22] N-Cyanation of a variety of secondary amines via in situ generation cyanogen chloride was investigated by Zhu et al in 2014.…”

Development of S-Substituted Thioisothioureas as Efficient Hydropersulfide Precursors

“…Neutralization of S -alkyl-thioisothiourea 7 (or its resonance partner 7a ) occurs at pH 7.4 to produce a neutral species 8 and/or 8a , which can further undergo an elimination reaction to produce RSSH and aryl cyanamide. , The elimination reaction can be initiated by either donation of the imine-nitrogen lone pair of 8 to form aryl cyanamide and RSSH (Scheme , eq 2) or deprotonation of the arylamino-nitrogen proton to form RSSH and an aryl carbodiimide, which can further undergo tautomerization to afford the aryl cyanamide (Scheme , eq 3). Alternately, an elimination reaction can be initiated by donation of the nitrogen lone pair of intermediate 8a to produce RSSH and aryl carbodiimide (Scheme , eq 1) . We have preliminarily examined the decomposition of precursor 4d at pH 6 and pH 8.5 (SI, Figures S64–S66).…”

“…Alternately, an elimination reaction can be initiated by donation of the nitrogen lone pair of intermediate 8a to produce RSSH and aryl carbodiimide (Scheme 5, eq 1). 38 We have preliminarily examined the decomposition of precursor 4d at pH 6 and pH 8.5 (SI, Figures S64−S66). Decomposition is substantially slowed at lower pH and increased at higher pH, consistent with the mechanism proposed in Scheme 5.…”