<scp>d</scp>-Glucosamine as the Green Ligand for Cu(I)-Catalyzed Regio- and Stereoselective Domino Synthesis of (<i>Z</i>)-3-Methyleneisoindoline-1-ones and (<i>E</i>)-<i>N</i>-Aryl-4<i>H</i>-thiochromen-4-imines
Sumit K. Singh, Mangal S. Yadav, Anoop Singh, Anand K. Agrahari, Nidhi Mishra, Sunil Kumar, Vinod K. Tiwari
Abstract
the reaction of 2-halobenzamide and 2-halobenzothioamide with terminal alkynes, respectively. The water solubility and biocompatible nature of the ligand offer easy separation of the catalytic system toward the aqueous phase as well as change in the reaction path in terms of the product also demonstrated the variation of the reaction temperature. The domino reaction proceeds by the Sonogashira and Ullmann type cross-coupling reaction, followed by Cu(I)-promoted additive cyclization of heteroatom to the triple bond. In addition, d-glucosamine causes successful Glaser-Hay coupling of terminal alkynes under Cu catalysis to produce a high yield of respective 1,3-diynes.