2026-11-02T05:49:24Zhttps://riubu.ubu.es/oai/request

oai:riubu.ubu.es:10259/74162023-03-28T08:17:24Zcom_10259_3592com_10259_3591com_10259.4_106com_10259_2604com_10259_3593com_10259_5086col_10259_3930col_10259_3594

00925njm 22002777a 4500 dc Muñoz Torres, Miguel Ángel author Martínez Lara, Fernando author Solas Luera, Marta author Suarez Pantiga, Samuel author Sanz Díez, Roberto author 2022-09 The combination of organolithium chemistry with gold catalysis has enabled the development of a synthetic strategy for accessing polysubstituted indoles and carbazoles from readily available starting materials. This method is based on a “back-to-front” approach from ketopyrroles, generated by intramolecular carbolithiation of N,N-bis-(2-lithioallyl)amines that evolve into 3,4-bis(lithiomethyl)dihydropyrrole intermediates capable of reacting with carboxylic esters and Weinreb amides. These ketopyrroles have demonstrated to be excellent precursors of mono or bis(alkynols)pyrroles that, under gold-catalysis, experience a benzannulation reaction providing access to regioselectively substituted indoles or carbazoles. 1615-4150 http://hdl.handle.net/10259/7416 10.1002/adsc.202200824 1615-4169 Carbolithiation Gold Homogeneous catalysis Nitrogen heterocycles Organolithiums “Back‐to‐Front” Indole and Carbazole Synthesis from N,N‐Bis‐(2‐bromoallyl)amines by Combining Carbolithiation Reactions with Gold‐Catalysis