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

## TL;DR

This paper presents a new method to efficiently create complex pyridine compounds using TosMIC derivatives, demonstrated by synthesizing caerulomycins A and K in just five steps.

## Contribution

A novel tandem heterocyclization method using TosMIC derivatives for multisubstituted pyridine synthesis is introduced.

## Key findings

- The method works with various electrophiles and mild conditions.
- Caerulomycins A and K were synthesized in five steps from TosMIC.
- The isocyanide group's dual reactivity enables efficient heterocyclization.

## 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.