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Benzazetidines and Related Compounds: Synthesis and Potential
Author(s) -
Salvio Riccardo,
Placidi Simone,
Bella Marco
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201905668
Subject(s) - combinatorial chemistry , intramolecular force , amination , ring (chemistry) , chemistry , closure (psychology) , biochemical engineering , stereochemistry , organic chemistry , catalysis , political science , engineering , law
Abstract Benzazetidines are a class of N‐heterocycles potentially very interesting for a variety of purposes, including biological applications and drug design. In the past, their high ring strain has hampered the development of trustable, general, and efficient synthetic methodologies for their preparation. In this review article, the aim is to disclose all the literature contributions about the synthesis of these compounds and the study of their reactivity, from the early examples to the most recent synthetic approaches. Recently, there has been a growth of interest for this heterocycle, driven by the publication of novel synthetic methodologies based on palladium‐catalyzed intramolecular C−H amination and organocatalyzed ring‐closure of 2‐( N ‐Boc‐anilino)‐α‐ketoesters/amides.