One-Pot Aminomethylation of Heteroarenes by Rongalite as C1 Source.

Rongalite-mediated one-pot aminomethylation of heteroarenes using secondary amines/anilines has been developed. This transition-metal-free and mild reaction offers an efficient way to synthesize aminomethylated heteroaromatic compounds with high yields and broad functional group tolerance. Here, Rongalite plays a key role in generating the C1 unit source , which triggers the aminomethylation process.

-Oxide-Induced Ugi Reaction: A Rapid Access to Quinoline-C2-amino Amides via Deoxygenative C(sp)-H Functionalization.

A logic-based replacement of the carboxylic acid component of the Ugi reaction by quinoline -oxides has been developed. In this approach, the carboxylic isostere, quinoline -oxide, plays a vital role by shifting the equilibria toward the product side with irreversible addition onto the C2-position of the -oxide. Thus, aldehydes react with amines, isocyanides, and quinoline -oxides to furnish quinoline four-component Ugi adducts.

Rongalite-induced transition-metal and hydride-free reductive aldol reaction: a rapid access to 3,3'-disubstituted oxindoles and its mechanistic studies.

A transition-metal and hydride-free reductive aldol reaction has been developed for the synthesis of biologically active 3,3'-disubstituted oxindoles from isatin derivatives using rongalite. In this protocol, rongalite plays a dual role as a hydride-free reducing agent and a C1 unit donor. This transition metal-free method enables the synthesis of a wide range of 3-hydroxy-3-hydroxymethyloxindoles and 3-amino-3-hydroxymethyloxindoles with 79-96% yields.