Synthesis 2019; 51(23): 4498-4506
DOI: 10.1055/s-0037-1610727
paper
© Georg Thieme Verlag Stuttgart · New York

Niobium Pentachloride Mediated (Hetero)aromatic Aldehyde Friedel–Crafts Hydroxyalkylation with Arenes: An Efficient Strategy to Synthesize Triarylmethanes

Shirley M. M. Rodrigues
Departamento de Química, Faculdade de Filosofia, Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, 14040-901, Ribeirão Preto, Brazil   Email: shirleymma@yahoo.com.br
,
Daniel Previdi
,
Giovanni S. Baviera
,
Alexandre A. Matias
,
Paulo M. Donate
› Author Affiliations
The authors thank Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP, grants 2016/04896-7 and 2018/24680-4), Coordenação de Aperfeiçoamento de Pessoal de Nível Superior Brasil (CAPES), and Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) for financial support and fellowships.
Further Information

Publication History

Received: 27 June 2019

Accepted after revision: 08 August 2019

Publication Date:
29 August 2019 (online)


This paper is dedicated to Professor Mauricio Gomes Constantino on the occasion of his 75th birthday.

Abstract

Niobium pentachloride is an efficient and useful Lewis acid to conduct Friedel–Crafts hydroxyalkylation between arenes and (hetero)aromatic aldehydes, to generate triarylmethanes. This practical methodology offers several advantages, such as short reaction time, mild experimental conditions, and excellent yields.

Supporting Information