An efficient metal-free synthesis of carbodiimide-tethered amino acid conjugates

Abstract

In this study, we report a straightforward oxidative cross-coupling synthesis of carbodiimide tethered amino acid conjugates from amino acid-derived isocyanides and aryl amines mediated by I₂/tert-butyl hydroperoxide. Using this protocol, the title compounds were obtained in good isolated yields. This protocol is of short reaction duration, base-free, racemization free and avoids the necessity of transition metal catalysts.

Graphical Abstract

Keywords:

• α-Carbodiimide tethered amino acid conjugates
• Nβ-Cbz protected carbodiimide tethered amino acid conjugates
• α-isocyano ester
• Nβ-Cbz-protected alkyl isocyanide

Additional information

Funding

We thank the Council of Scientific and Industrial Research (Grant No. 02(0352)/19/EMR-II), Govt. of India, for the financial assistance.