Date of Award

8-2024

Document Type

Campus Access Thesis

Degree Name

Master of Science (MS)

Department

Chemistry

First Advisor

Wei Zhang

Second Advisor

QingJiang Li

Third Advisor

Jason Evans

Abstract

Over the last twenty years, the Groebke-Blackburn-Bienaymé (GBB) reaction has emerged as a powerful multicomponent reaction to access various nitrogen-based heterocycles that have potential biological activities. In this works, the three-component reactions of indole 3-carbaldehydes with suitable isocyanides and aromatic amines afford the GBB adducts that then further react with aldehydes for the regio-selective Pictet-Spengler (PS) reaction to afford seven-member instead of other ring-size polyheterocyclic compounds. The product structures were confirmed by x-ray single crystal analysis. Both the GBB and PS reactions went smoothly to afford the product analogs with variations of X, R1 and R2.

Comments

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Additional Files

signature page wsl.pdf (450 kB)

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