One-pot Sequential Strategy to Prepare Organoselanyl and Organotellanyl Isoquinolinium Imides

Herein, we report an efficient, transition-metal-free and practical one-pot sequential method for the synthesis of organochalcogenyl isoquinolinium imides. In this one-pot two-steps approach, N '-(2-alkynylbenzylidene) hydrazides were firstly prepared under ultrasound irradiation, followed by the addition of diorganyl dichalcogenides and Oxone (R). A total of 25 organoselanyl isoquinolinium imides, being 22 unprecedented in the literature, were obtained in good to excellent yields (79-95 %) in short reaction times (30-70 min) using a range of 2-alkynyl aldehydes and diaryl, dialkyl, and diheteroaryl diselenides as substrates. The methodology was extended to tellurium, affording for the first time, tellurium isoquinolinium imides, in good yields (70-80 %) after 120 min of reaction.