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Tandem Synthesis of Tetrahydropyrroloquinazolines and Related Polyannular Scaffolds

Year: 2025

Type: article

Abstract: O-mediated tandem synthesis of tetrahydropyrroloquinazolines from amino amides and aldehydes has been developed in which both heterocyclic rings of the scaffold are assembled in a single pot. An alkyl tether linking the amide and amine functionalities acts as a carbon bridge to form saturated rings about the core amidine moiety, thereby facilitating the installation of diverse fused cycloalkyl and bicyclic ring systems. The reaction also extends to the formation of the indoloquinazolinone scaffold.

Source: The Journal of Organic Chemistry

DOI: 10.1021/acs.joc.5c00996

Authors: Haley M. Carlson, R. Adam Mosey

Institution: Lake Superior State University

Language: English

Topic: Quinazolinone synthesis and applications

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funder: American Chemical Society