# Synthesis of Alkyl Substituted Carbatripyrrins and Their Application to the Preparation of Carbaporphyrins and Oxacarbaporphyrins

## TL;DR

This paper describes a method to create alkyl substituted carbatripyrrins, which can be used to make new types of carbaporphyrins and oxacarbaporphyrins.

## Contribution

The study introduces a new synthetic approach to alkyl substituted carbatripyrrins and their use in making carbaporphyrinoid structures.

## Key findings

- Alkyl substituted carbatripyrrins were synthesized via base-catalyzed condensation.
- Carbaporphyrins and oxacarbaporphyrins were successfully produced from these intermediates.
- The method shows promise for creating new carbaporphyrinoid structures.

## Abstract

Unsubstituted carbatripyrrins
have previously been shown to be
useful intermediates in the synthesis of benzocarbaporphyrins and
related core-modified analogues. However, the absence of substituents
often resulted in the formation of poorly soluble products. In this
study, four examples alkyl substituted carbatripyrrins were constructed
by base-catalyzed condensation of dihydrofulvenes with pyrrole aldehydes.
Further reaction with a pyrrole dialdehyde in the presence of trifluoroacetic
acid afforded a series of carbaporphyrins, while reactions with 2,5-furandicarboxaldehyde
generated oxacarbaporphyrins. These results demonstrate that alkyl
substituted carbatripyrrins are promising precursors to new carbaporphyrinoid
structures.