A Concise Synthesis of N‐(1,3‐Thiazol‐2‐yl) Indoline‐5‐Sulfonic Acids and Sulfonyl Chlorides

Abstract

A general and practical synthetic method was developed for indoline‐5‐sulfonic acids bearing a thiazole heterocycle attached to the nitrogen atom. Two select sulfonic acids were further converted to their corresponding sulfonyl chlorides, key intermediates to the indoline‐5‐sulfonamide pharmacophore.

Keywords:

• Indolines
• Sulfonic acids
• Sulfonyl chlorides
• Thiazoles

Acknowledgment

The authors thank Stephen O'Connor and Quanrong Shen for providing a sample of 1‐chlorodecan‐2‐one, and Anthony Paiva and Timothy He for obtaining HRMS data. We are indebted to Dr. David Ladner for proofreading this manuscript.