《An expedient route to tricyanovinylindoles and indolylmaleimides from o-alkynylanilines utilising DMSO as a one-carbon synthon》 was written by Chakraborty, Nikita; Dahiya, Anjali; Rakshit, Amitava; Modi, Anju; Patel, Bhisma K.. Electric Literature of C6H5ClINThis research focused ontricyanovinylindole preparation; alkynyl aniline malononitrile DMSO cascade palladium catalyst copper; indolylmaleimide preparation; phenyl indolyl ethene tricarbonitrile malononitrile cascade palladium catalyst copper. The article conveys some information:
A Pd(II)/Cu(II) catalyzed domino synthesis of tricyanovinylindoles I [R1 = H, 5-Me, 5-F, etc.; R2 = cyclopropyl, Ph, 2-naphthyl, etc.] was synthesized via reaction starting from o-alkynylanilines, malononitrile and utilizing DMSO as a one-carbon synthon. The reaction proceeded via the construction of 2-aryl-3-formyl indoles followed by sequential addition of malononitrile and a CN resulting in two C-C, one C=C and one C-N bonds in the final product. Furthermore, post-synthetic modification of some of the compounds I resulted in the unprecedented formation of 4-cyano-3-indolylmaleimides II [R3 = H, 5-Me, 5-Cl, etc.; R4 = H, 4-F, 4-tBu, etc.]. Photophys. studies of compoundsI [R1 = H, 5-CF3, 5-iPr; R2 = n-Bu, Ph, 4-MeC6H4, 4-F3CC6H4, 2-Br-5-FC6H3, 2-naphthyl] showed emission in the visible range. In the part of experimental materials, we found many familiar compounds, such as 4-Chloro-2-iodoaniline(cas: 63069-48-7Electric Literature of C6H5ClIN)
4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.Electric Literature of C6H5ClIN
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com