Metal-free Hydroamination of Alkynes: A Mild and Concise Synthesis of Thiazolo[3,2- a ]indoles and their Cytotoxic Activity

Authors

Spencer Short
Steven Rhodes
Vishakha Bhave, Philadelphia College of Osteopathic MedicineFollow
Ryoga Hojo
Mukund Jha

Document Type

Article

Publication Date

2019

Abstract

A metal-free, mild and efficient method for the synthesis of thiazolo[3,2-a]indoles has been developed starting from indoline-2-thiones. The reaction methodology involves first the formation of thermally labile 2-(prop-2-ynylthio)-1H-indole intermediates, which undergo base-mediated intramolecular hydroamination to produce the title compounds in excellent yields.

Publication Title

Synthesis

Volume

51

Issue

22

First Page

4263

Last Page

4270

Comments

This article was published in Synthesis, Volume 51, Issue 22, pages 4263-4270.

The published version is available at https://doi.org/10.1055/s-0039-1690680

Copyright © 2019 Georg Thieme Verlag Stuttgart.

Recommended Citation

Short, Spencer; Rhodes, Steven; Bhave, Vishakha; Hojo, Ryoga; and Jha, Mukund, "Metal-free Hydroamination of Alkynes: A Mild and Concise Synthesis of Thiazolo[3,2- a ]indoles and their Cytotoxic Activity" (2019). PCOM Scholarly Papers. 2032.
https://digitalcommons.pcom.edu/scholarly_papers/2032