Year: 2023
Type: article
Abstract: a hydrazone mediated Diels-Alder/aromatization sequence. The addition of acetic anhydride expands the dienophile scope and improves yields. Moreover, replacing the typically used dimethyl hydrazone with its pyrrolidine analogue, shortens reaction times and further increases yields. The hydrazone auxiliary is readily converted into either an aldehyde or a nitrile group, thereby providing a plethora of functionalized anilides. The developed procedure was also applied to 3-acetamido-5-acetylfuran (3A5AF) to successfully prepare a phthalimide.
Source: Organic & Biomolecular Chemistry
DOI: 10.1039/d3ob01461d
Institutions: University of Groningen, Hanze University of Applied Sciences
Language: English
Subfield: Organic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: hybrid
Awards: G3028851183, G5136150943
OpenAlex ID: W4387385897