Work

A Merged Aldol Condensation, Alkene Isomerization, Cycloaddition/Cycloreversion Sequence Employing Oxazinone Intermediates for the Synthesis of Substituted Pyridines

Year: 2017

Type: article

Abstract: A domino reaction sequence has been evaluated that begins with union of novel dihydrooxazinone precursors with 2-alkynyl-substituted benzaldehyde components through aldol condensation. Ensuing operations, including alkene isomerization, Diels–Alder, and retrograde Diels–Alder with loss of CO2 occurs in the same reaction vessel to provide polysubstituted tricyclic pyridine products.

Source: Synlett

DOI: 10.1055/s-0036-1588729

Authors: Jonathan Scheerer, Jill Williamson, Emily Smith

Institutions: University of North Carolina at Chapel Hill, William & Mary

Language: English

Topic: Organic Chemistry Synthesis Methods

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funder: National Institute of General Medical Sciences

Award: New methods to prepare 1,4-oxazin-2-ones and applications in the construction of polysubstituted pyridines