Year: 2024
Type: article
Abstract: The deaminative coupling of gramines with nucleophiles represents a versatile approach for structure diversification, but often involves non innocent conditions and/or reagents. Here a new acetylenic reagent 2 is developed for the C–N bond activation of gramines and their in situ coupling with C - and N -centered nucleophiles. Using the new acid/base- and redox-neutral ynone reagent 2 the coupling reactions proceed exceedingly as exemplified by the synthesis of several indol-3-ylmethyl derivatives, including new indole-benzodiazepine and indole-hydrazone conjugates.
Source: The Journal of Organic Chemistry
Authors: Iker Hernández, Guillermo Domínguez, Vadim A. Soloshonok, Aitor Landa, Mikel Oiarbide
Institution: University of the Basque Country
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: green
OpenAlex ID: W4404327010