In 2022,Arora, Ramon; Rodriguez, Jose F.; Whyte, Andrew; Lautens, Mark published an article in Angewandte Chemie, International Edition. The title of the article was 《Accessing Unsymmetrically Linked Heterocycles through Stereoselective Palladium-Catalyzed Domino Cyclization》.HPLC of Formula: 63069-48-7 The author mentioned the following in the article:
A palladium-catalyzed strategy is presented to synthesize unsym. linked heterocycles within stereoselective tetrasubstituted olefins I [R 1 = C6H5, 3-ClC6H4, 3-CH3C6H4, etc.; R2 = H, 5-Me, 5-Cl, 5-CF3, 6-C(O)2Me; R3 = Me, Bn, cyclohexylmethyl, etc.; R4 = Ph, 2-thienyl, cyclohexynyl, etc.; R5 = H, 6-Cl, 5-CN, 5-F, 5-CF3]. This reaction is proposed to occur via a vinyl-PdII intermediate capable of initiating the cyclization of various alkyne-tethered nucleophiles II (R6 = H, 5-Me, 5-Cl, 5-CF3, 5-C(O)2Me) and III (R7 = H, 5-Cl, 4-CN, 4-F, 4-CF3). Products I are formed in up to 96% yield with excellent stereoselectivities using low catalyst loadings. This transformation was scalable up to 1 mmol and mechanistic studies suggest a syn-carbopalladation of the carbamoyl chloride followed by PdII-catalyzed cyclization of alkyne-tethered nucleophiles. In addition to this study using 4-Chloro-2-iodoaniline, there are many other studies that have used 4-Chloro-2-iodoaniline(cas: 63069-48-7HPLC of Formula: 63069-48-7) was used in this study.
4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.HPLC of Formula: 63069-48-7
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com