An innovation for development of Erlenmeyer–Plöchl reaction and synthesis of AT-130 analogous: a new application of continuous-flow method

Abstract

The first micro-flow Erlenmeyer–Plöchl azlactone reaction and synthesis of N-benzoylglycine carbamide were established.

Solid-Phase Total Synthesis of Dehydrotryptophan-Bearing Cyclic Peptides Tunicyclin B, Sclerotide A, CDA3a, and CDA4a using a Protected β-Hydroxytryptophan Building Block

“…15 Over the years, researchers have developed alternative conditions for the Erlenmeyer reaction that allow for improved azlactone yields with aliphatic aldehydes or to allow for the application of a continuous-flow method. 16,17 Scheme 1.1. General approach of the Erlenmeyer synthesis.…”

Recent Advances in Azlactone Transformations

“…Recently, flow technology protocols for the preparation of Erlenmeyer oxazolones, as well as novel organocatalytic methodologies have been reported. For example, sulfanilic acid and 5‐sulfosalicylic acid were employed as heterogeneous catalysts, allowing the heterocycle preparation at room temperature and with the use of water as solvent.…”

“…Recently, several elegant organo-and metal-catalyzed studies have been described, allowing the stereocontrolled access to complex structures in only one or a few chemical steps. [5,6] Moreover, in the last decade material sciences presented great development and, recently, many studies started to ex-Recently, flow technology protocols [16] for the preparation of Erlenmeyer oxazolones, as well as novel organocatalytic methodologies have been reported. In this context, this [a] 5830 review aims to cover novel methodologies, including a brief overview of oxazolones and Erlenmeyer azlactones preparation.…”

“…[2,3] In 2016, our research group compiled most significant contributions in this field, focused on classical organic reactions. [5,6] Moreover, in the last decade material sciences presented great development and, recently, many studies started to ex-Recently, flow technology protocols [16] for the preparation of Erlenmeyer oxazolones, as well as novel organocatalytic methodologies have been reported. As a result, complex molecules, containing contiguous stereogenic centers, some of them with important biological applications, have been synthesized.…”

“…16. Enantioselective preparation of imidazolidin-5-ones by [2+2] cycloadditions between azlactones and imines.…”