Abstract
The multicomponent reaction between 2-naphthol, arylaldehydes and ammonia yields aminobenzylnaphthols in a process known as the Betti reaction, which was first uncovered at the beginning of the 20th century. Various methods have been reported for the synthesis of aminobenzylnaphthol (Betti base) and bis-Betti base derivatives using various types of naphthols, aromatic amines, heteroaromatic amines, and aliphatic and cyclic amines instead of ammonia or diamines and aliphatic and aromatic aldehydes or dialdehyde compounds under various conditions in recent years. The Betti reaction produces racemic and non-racemic aminobenzylnaphthol ligands. It is also clear that the most important area of application of the non-racemic aminonaphthols prepared in this manner is their use in asymmetric synthesis, either as chiral ligands or as chiral auxiliaries. The functional groups in these Mannich products offer many ring closure possibilities. Some of these products or the starting bifunctional compounds possess biological activity. Herein, we present a selection of the relevant studies on this topic.
Highlights
Senator Mario Betti (1875–1942) (Fig. 1) was a distinguished Italian chemist,[1,2] very active at the beginning of the 20thAssociate Professor Dr Abolfazl Olyaei was born in Tabriz, Iran in 1975
The multicomponent reaction between 2-naphthol, arylaldehydes and ammonia yields aminobenzylnaphthols in a process known as the Betti reaction, which was first uncovered at the beginning of the 20th century
Various methods have been reported for the synthesis of aminobenzylnaphthol (Betti base) and bis-Betti base derivatives using various types of naphthols, aromatic amines, heteroaromatic amines, and aliphatic and cyclic amines instead of ammonia or diamines and aliphatic and aromatic aldehydes or dialdehyde compounds under various conditions in recent years
Summary
Associate Professor Dr Abolfazl Olyaei was born in Tabriz, Iran in 1975. He received his BSc degree in pure chemistry in the University of Tabriz in 1999. Assistance Professor Dr Mahdieh Sadeghpour was born in Qazvin, Iran in 1978 She received her BSc degree in pure chemistry in Alzahra University, Tehran, Iran in 2001 and her MSc in 2004 in organic chemistry under the supervision of Associate Professor Nikoo Sedighi in Tehran University, Tehran, Iran. Review important studies on the relationship between optical rotatory power and the structure of groups connected with the stereocentre.[5] Noyori considered him to be the real pioneer of asymmetric synthesis,[6] since Betti reacted methylmagnesium iodide and benzaldehyde in the presence of N,N-dimethylbornylamine On performing these studies, a great advantage was achieved by the synthetic versatility of the reaction, nowadays known as the Betti reaction, that in the original version produced 1-(aaminobenzyl)-2-naphthol (1) (Fig. 2), starting with 2-naphthol, benzaldehyde, and ammonia.[7] The product began to be known by the name of the author (i.e. Betti base) and the multicomponent process was published in Organic Syntheses,[8] a prestigious international book series, where only independently checked synthetic procedures are reported. The purpose of the present review is to summarize the utility of the Betti bases and bis-Betti bases with emphasis on recent synthesis and synthetic applications
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