The Most Well-Known Rearrangements in Organic Chemistry at Hand

Abstract

Rearrangement occurs in many organic reactions. Rearranged products result from the thermodynamic stability facet. The widely used rearrangements are those which take place on the carbonium ions. Wagner-Meerwein rearrangement is undoubtedly the best example of this kind. Rearrangements on heteroatoms such as oxygen and nitrogen in organic compounds are best illustrated by those of Hofmann and Beckmann. Cope and Claisen rearrangements are among the most well-known pericyclic reactions governed by the Woodward-Hoffmann rules. These reactions are decribed in detail here, while the rest are compiled in tables. Few industrial applications of crucial rearrangements are importantly outlined. [Chem.

Ruthenium‐Catalyzed Oxidative Dearomatization of Phenols to 4‐(tert‐Butylperoxy)cyclohexadienones: Synthesis of 2‐Substituted Quinones from p‐Substituted Phenols

“…This tendency was observed in other cationic 1,2-migration reactions such as the dienone/phenol [37] and pinacol rearrangements. [38] Scheme 2. Proposed mechanism for Lewis acid promoted migration.…”

“…Synthesis of vitamin K 3 (37). The synthesis of vitamin K 1 (39) from vitamin K 3 (37) and phytol (38) was examined as shown in Scheme 4. A number of synthetic methods directed towards 39 have hitherto been developed, and the most straightforward method is the introduction of a phythyl chain to the 3-position of 37.…”

Poly(HEMA) Microbeads with Multi Amine Surface Functions for Reversible Metal Complex Formation

“…The mesyl group was also used in substitution with TETA. In this reaction the mesyl group behaves as pseudo halogen and gives well‐known Hofmann reaction with TETA . Direct reaction of sulfonate ester with TETA provides an easy way of polyamine decoration on polymeric microbeads.…”

“…In this reaction the mesyl group behaves as pseudo halogen and gives well-known Hofmann reaction with TETA. [11] Direct reaction of sulfonate ester with TETA provides an easy way of polyamine decoration on polymeric microbeads. It is important to note that the reaction of sulfonate esters with amines is different from those of carboxylic acid esters.…”

The most Used Claisen Rearrangements in Organic Synthesis: A Review

“…Além disso, para que o rearranjo aconteça, no geral, faz-se necessário fornecer aquecimento. 1 Dentre os produtos rearranjados, um que se destaca são os rearranjos sigmatrópicos, que podem ser definidos como um processo síncrono, intramolecular não catalisado, envolvendo a ig ação de u a ligação σ adja e te a u ou ais siste as π, pa a u a o a posição a molécula, com a consequente reorganização dos siste as π i te e ie tes o ea a jo.…”