A simple and convenient one-pot synthesis of substituted isoindolin-1-ones via lithiation, substitution and cyclization of N'-benzyl-N,N-dimethylureas

Abstract

SummaryLithiation of N'-benzyl-N,N-dimethylurea and its substituted derivatives with t-BuLi (3.3 equiv) in anhydrous THF at 0 °C followed by reaction with various electrophiles afforded a range of 3-substituted isoindolin-1-ones in high yields.

Synthesis of novel heterocycles using 1,2,3‐triazole‐4‐carbohydrazides as precursors

“…Heterocycles such as 1,2,3‐triazoles have potentially important applications, and various processes have been developed for their synthesis . Recently, we have reported several procedures for the synthesis of various heterocycles . Herein, we report efficient and simple methods for the synthesis of heterocycles containing the 1,2,3‐triazole moieties.…”

Synthesis and Structure Elucidation of N′-(4-Methoxybenzylidene)-5-methyl-1-phenyl-1H-1,2,3-triazole-4-carbohydrazide

“…1,2,3-Triazoles can be synthesized from reactions of azides and calcium carbide, a source of acetylene, in a mixture of acetonitrile and water in the presence of copper iodide [10]; nitroolefins and sodium azide in dimethylformamide in the presence of a catalyst such as p-toluenesulfonic acid or Amberlyst-15 [11,12]; alkenyl halides and sodium azide in dioxane or dimethyl sulfoxide in the presence of a palladium catalyst [13]; alkyl bromides and acetylenes in water in the presence of bromotris(triphenylphosphine)copper(I) or copper(I) isonitrile [14,15]; and alkynoic acids, aryl iodides, and azides in a mixture of dimethyl sulfoxide and water in the presence of L-proline [16]. Our interest in the synthesis of arylidenes of 1,2,3-triazole emanates from ongoing research in the area of heterocycles [17][18][19][20][21][22]. In this paper, the synthesis and structure elucidation of N -(4-methoxybenzylidene)-5-methyl-1-phenyl-1H-1,2,3-triazole-4-carbohydrazide (3) are reported.…”

Diphenyl (4′‐(Aryldiazenyl)biphenyl‐4‐ylamino)(pyridin‐3‐yl)methylphosphonates as Azo Disperse Dyes for Dyeing Polyester Fabrics

“…As part of our continuing interest in organic synthesis [19][20][21][22], we have developed efficient syntheses of various substituted heterocycles [23][24][25][26][27][28][29][30][31][32][33][34][35][36][37][38]. Also, we have reported a simple and convenient approach for the synthesis of a series of azodisperse dyes [39].…”