Deuterated reagents in multicomponent reactions to afford deuterium-labeled products

• Kevin Schofield,
• Shayna Maddern,
• Yueteng Zhang,
• Grace E. Mastin,
• Rachel Knight,
• Wei Wang,
• James Galligan and
• Christopher Hulme

Beilstein J. Org. Chem. 2024, 20, 2270–2279, doi:10.3762/bjoc.20.195

• significantly enhanced metabolic stability, a key parameter for property-based design efforts. Keywords: deuterated aldehydes; deuterated formamides; deuterated isocyanides; DHPs; kinetic isotope effect; Leuckart–Wallach; microsomal stability; multicomponent reactions; Introduction Multicomponent reactions

• exposure [7][8][9]. Herein, we describe applications of deuterium-labeled reagents with MCRs through use of deuterated aldehydes and deuterated isocyanides, an area of study with sparingly few examples. One example by Srivastava obtained a 65% deuterated Passerini product starting from a 65% deuterated

• reagents in MCRs and determination of discrepancies in deuterium retention with MCRs has yet to be explored, although one would expect scrambling to be limited. Thus, we began by gathering highly deuterated aldehydes (>95% D) prepared via NHC catalysis [13] and developed a route to deuterated [D2]-benzylic