Regioselective C–H dithiocarbamation of indolizines with tetraalkylthiuram disulfide under metal-free conditions

Abstract

An efficient and straightforward metal-free regioselective C−H dithiocarbamation of indolizines with tetraalkylthiuram disulfide has been described. A series of indolizines-dithiocarbamates derivatives were easily accessed in moderate to good yields with...

Transition metal- and oxidant-free [3 + 2] cyclization of azomethine imines utilizing vinylene carbonate as dual synthons

“…8–10 We have developed a series of efficient methods for the synthesis of N -heterocycle derivatives such as imidazo [1,2- a ]pyridines, indolizines, and 1,2,4-triazole derivatives over the last decade. 11 As a continuation of our research work, herein we disclose a transition metal- and oxidant-free C–C/C–N annulation of azomethine imines 12 with vinylene carbonate as dual synthons to access pyrazolo[1,5- a ]pyridine and pyrazolo[1,5- a ]pyridin-2-ol derivatives (Scheme 1c).…”

Synthesis and Optical Properties of Polyaryl 2‐(Pyridin‐2‐yl)phenol‐Based Four‐Coordinate Organoboron Complexes

“…[9] We envisioned that the coordination of the in situ assembled polyaryl N,O-bidentate ligands and boric acids might be able to produce the fluorescent four-coordinate organoboron complexes. Herein, we synthesized various polyaryl 2-(pyridin-2-yl)phenol-based four-coordinate organoboron complexes from indolizines, [10][11] cyclopropenones, [12] and boric acids (Scheme 1c). Significantly, these complexes presented bright fluorescence, large Stokes shifts, and good quantum yields (Φ lum = 0.15-0.45), indicating their potential applications in optical materials.…”

Indolizine: A Promising Framework for Developing a Diverse Array of C−H Functionalized Hybrids

“…However, no reaction occurred in the absence of electric current. Liu et al [62] reported acid catalyzed dithicarbomation of indolizine (1) by CÀ H functionalization using tetraalkylthiuram disulfide (97a) as sulfur surrogates at 120 °C in 1,4-dioxane. Initially, the reaction was attempted between 2-phenylindolizines (1 d) and tetramethylthiuram disulfide (97a) as standard substrates.…”