Proline selective labelingviaon-site construction of naphthoxazole (NapOx)

Abstract

Chemoselective construction of naphthoxazoles (NapOx) via a three-component annulation reaction enables proline selective labeling of peptides in solution or in solid-phase synthesis. The fluorogenic peptides possess low cytotoxicity, efficient cell...

Fe/S-Catalyzed Redox Condensation of o-Nitrophenols with Isothiocyanates to 2-Aminobenzoxazoles

“…While these protocols have advantages, they required toxic and not readily available reagents. Most significantly, they all share the same starting 4, 19 which in turn could be conveniently prepared from the corresponding 1. 20 In view of these analyses and as a part of our ongoing valorization of the nitro compounds 21 as oxidizing substrates to synthesize aza heterocycles via NO 2 −CH 3 22 and NO 2 − CH 2 23 redox couplings, we report herein the use of readily available isothiocyanates 2 as reducing aminocarbyne pre-cursors in a new mode of redox condensation with onitrophenols 1 as an oxidizing partner, leading to of 2aminobenzoxazoles 3.…”