Date of Award

2008

Publication Type

Thesis

Degree Name

M.Sc.

Department

Chemistry and Biochemistry

First Advisor

Avinash Thadani

Keywords

Pure sciences

Rights

info:eu-repo/semantics/openAccess

Creative Commons License

Creative Commons Attribution-Noncommercial-No Derivative Works 4.0 License
This work is licensed under a Creative Commons Attribution-Noncommercial-No Derivative Works 4.0 License.

Abstract

This thesis presents the synthesis of terminal alkynes from (Z)-iodoalkenes using a novel route via E2-elimination. The introduction reviews some of the most popular currently used methods for alkyne synthesis, with a mechanistic overview and an evaluation of the scope of their use and their limitations. An efficient method to convert (Z)-iodoalkenes using a mild base, tetrabutyl ammonium fluoride (TBAF), is then described. Several (Z)-iodoalkene derivatives were prepared from the corresponding aldehyde under standard Wittig conditions. The methodology has been successfully applied for the synthesis of several aromatic acetylenes in good to excellent yields.

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