The important role of 4-Iodobenzenesulfonyl chloride

According to the analysis of related databases, 98-61-3, the application of this compound in the production field has become more and more popular.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 98-61-3, name is 4-Iodobenzenesulfonyl chloride, This compound has unique chemical properties. The synthetic route is as follows., category: iodides-buliding-blocks

General procedure: A 10 ml dried round bottom flask was charged sequentially with a stirring bar, Pd(PhCN)2Cl2 (0.02 mmol, 10 mol %), K2CO3 (05 equiv), p-toluene sulfonyl chloride (1.5 equiv) and 4 ? molecular sieve (50 mg). Dry dioxane (1 ml) and alpha-methyl vinyl pyridine (0.2 mmol, 1 equiv) were added into the mixture in sequence, and the resultant mixture was stirred at 120 C under 1 atm of oxygen (balloon pressure) for 24 h. After cooling down, the mixture was diluted with ethyl acetate and filtered via Celite. After removing the organic solvent under reduced pressure, the crudeproduct was purified by silica gel flash column chromatography (EtOAc/hexane mixtures). And 3a was obtained in 71% yield as a white solid. Mp=98-99 C; Rf=0.35 (EA/Hexane=3:7). 1H NMR (300 MHz, CDCl3) delta 8.58 (d, J=4.23 Hz, 1H), 7.87 (d, J=8.25 Hz, 2H), 7.68-7.74 (td, J=7.77, 1.70 Hz, 1H), 7.50 (d, J=7.95 Hz, 1H), 7.34 (d, J=8.25 Hz, 2H), 7.25-7.29 (m, 2H), 2.59 (s, 3H), 2.43 (s, 3H); 13C NMR (75 MHz, CDCl3) delta 155.8, 149.6, 149.3, 144.2, 139.0, 136.8, 129.9, 127.4, 124.1, 121.0, 21.5, 15.0; IR (film, cm-1): 3020, 1597, 1581, 1568, 1465, 1431, 1311, 1301, 1215, 1145, 1085; HRMS m/z calculated for C14H13O2 [M+H]+: 213.2887; found 213.2882.

According to the analysis of related databases, 98-61-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Xu, Yun-He; Wang, Min; Lu, Ping; Loh, Teck-Peng; Tetrahedron; vol. 69; 22; (2013); p. 4403 – 4407;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com