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Updated: Jul 12, 2026

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
Simple, general, and efficient synthesis of meso-substituted borondipyrromethenes from a single platform
Eduardo Peña-Cabrera1, Angélica Aguilar-Aguilar, Martha Gonzalez-Domínguez
1Departamento de Química, Universidad de Guanajuato, Col. Noria Alta S/N, Guanajuato, Gto. 36050, Mexico. eduardop@quijote.ugto.mx
Abstract:
An unprecedented synthesis of 8-substituted-borondipyrromethenes is described starting from 8-thiomethylbodipy 1. Aryl, heteroaryl, alkenyl, and organometallic boronic acids smoothly reacted with 1 in the presence of a catalytic amount of Pd(0) and a stoichiometric amount of Cu(I)-2-thienylcarboxylate under neutral conditions to give the corresponding Bodipy analogues in good to quantitative yields (20 examples). A remarkable reactivity was observed in some cases, e.g., ferrocenylboronic acid gave the product in 98% isolated yield after only 10 min at 55 degrees C.
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