In 2019,Tetrahedron included an article by Rodrigues, Juliana M.; Buisson, Pierre; Pereira, Joana M.; Pinheiro, Ines M.; Fernandez-Marcelo, Tamara; Vasconcelos, M. Helena; Berteina-Raboin, Sabine; Queiroz, Maria-Joao R. P.. Category: iodides-buliding-blocks. The article was titled 《Synthesis of novel 8-(het)aryl-6H-pyrano[4′,3′:4,5]thieno[3,2-b]pyridines by 6-endo-dig cyclization of Sonogashira products and halolactonizations with Cu salts/NXS. Preliminary antitumor evaluation》. The information in the text is summarized as follows:
Novel 8-(het)aryl-6H-pyrano[4′,3′:4,5]thieno[3,2-b]pyridines were prepared in good to high yields by a tandem one-pot procedure of Sonogashira coupling and 6-endo-dig lactonization from 3-bromothieno[3,2-b]pyridine-2-carboxylic acid and (het)arylalkynes. Sonogashira coupling products were also prepared from the corresponding Me ester giving in the same reaction the corresponding 6-endo-dig compounds as minor products. The Sonogashira Ph ester product gave cyclization with electrophiles only in low to moderate yields. Nevertheless, halolactonizations using Cu(I) or (II) salts/N-halosuccinimides (NXS) from either the Ph ester or the carboxylic acid derivatives occurred in good to high yields. The growth inhibition potential of the compounds was evaluated using human tumor cell lines, HCT-15 (colorectal adenocarcinoma) and NCI-H460 (non-small cell lung cancer) and studies of apoptosis induction were performed for the three most promising compounds in HCT-15 cells. Two of them caused almost 40% of cell death by apoptosis when tested at their 1.5 x GI50 concentrations The tricyclic lactone with a F atom in the meta position showed to be the most promising one. The experimental part of the paper was very detailed, including the reaction process of 1-Iodopyrrolidine-2,5-dione(cas: 516-12-1Category: iodides-buliding-blocks)
1-Iodopyrrolidine-2,5-dione(cas: 516-12-1) is used in the preparation of vinyl sulfones from olefins and benzenesulfinic acid. It acts as a source for I+ and involved in Hunsdiecker reactions for the conversion of cinnamic acids, and propiolic acids to the corresponding alfa-halostyrenes and 1-halo-1-alkynes respectively. Category: iodides-buliding-blocks
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com