Work

Synthesis of Multisubstituted Pyridines by Heterocyclization of TosMIC Derivatives: Total Synthesis of Caerulomycins A and K

Year: 2025

Type: article

Abstract: A concise synthesis of multisubstituted pyridines from α-allylic TosMIC derivatives and electrophiles is reported. The process involves a tandem heterocyclization exploiting the dual reactivity of the isocyanide group. The methodology tolerates various electrophiles, including halogen sources, and proceeds under mild conditions. Its utility is showcased in the total synthesis of caerulomycins A and K, in only five steps from TosMIC.

Source: Organic Letters

DOI: 10.1021/acs.orglett.5c04454

Authors: José A. García-García, José Luis Aceña, Patricia García-García, David Sucunza

Institutions: Universidad de Alcalá, Instituto Ramón y Cajal de Investigación Sanitaria

Language: English

Topic: Advanced Synthetic Organic Chemistry

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500