ChemInform Abstract: Ketenimine N‐Functionalization of Thiazolidine‐3,4‐diones with Acetylenes and Isocyanides.

Abstract

Ketenimine N-Functionalization of Thiazolidine-3,4-diones with Acetylenes and Isocyanides. -The three-component one-pot reaction of thiazolidinediones with alkyl isocyanides and dialkyl acetylenedicarboxylates gives highly functionalized stable ketenimines. A plausible mechanism is provided. -(YAVARI*, I.; SANAEISHOAR, T.; AZAD, L.; GHAZVINI, M.; Mendeleev Commun. 21 (2011) 2, 108-109, http://dx.

Pyrrole: a resourceful small molecule in key medicinal hetero-aromatics

“…The preferred substitutions included; R ¼ OEt, R 0 ¼ n-Bu and R 00 ¼ 4-Br-C 6 H 4 , COOEt, 4-MeO-C 6 H 4 . 26 Another reaction of 1-aryl-1H-pyrrole-2,5-diones 24 with nonstabilized azomethineylides, which were generated in situ via decarboxylative condensation of isatins 25 and sarcosine 26, afforded only one product i.e. 4 0 -aryl-5 0 a,6 0 -dihydro-1 0 -Scheme 3 Synthesis of 2-aminopyrrole scaffold.…”

Synthesis of fused hydroxy dihydropyrroles and unexpected dihydropyrazine and dihydroquinoxaline derivatives based on heterocyclic ketene aminals

“…NMR spectra were recorded with a Bruker DRX-300 Avance instrument (300 MHz for 1 H and 75.4 MHz for 13 C) with acetone-d 6 General procedure for the synthesis of compounds 5 and 6. NMR spectra were recorded with a Bruker DRX-300 Avance instrument (300 MHz for 1 H and 75.4 MHz for 13 C) with acetone-d 6 General procedure for the synthesis of compounds 5 and 6.…”

Synthesis of functionalized 1,2-dihydroisoquinolines via one-pot reactions of isoquinoline, alkyl propiolate, and thiazolidin-2,4-dione

“…13 It has been shown that these types of zwitterions can be trapped by a variety of organic acids. [14][15][16][17] In continuation of current interest in the development of new routes to heterocyclic and carbocyclic systems, [18][19][20][21][22][23][24][25][26] we became interested in developing novel and efficient methods to construct the new 1,2-dihydroisoquinoline-based structures, with a hope of finding active hits for our particular biological assays. Herein, we report a synthesis of 1,2-dihydroisoquinolines via the three-component reaction of isoquinoline, alkyl propiolates, and CH-acids, under mild reaction conditions.…”