Synthesis of Substituted Chromanes via Tandem 1,2-silyl shift – Friedel–Crafts Cyclization

82nd International Scientific Conference of the University of Latvia: Organic Chemistry Session 2024
Artjoms Ubaidullajevs, Rasma Kroņkalne, Māris Turks

In this work, we apply acid-induced 1,2-silyl shift for the formation of 6-membered rings and develop a new and convenient synthetic pathway to substituted chromanes, involving key step in which the protonation of proparyl silanes lead to 1,2-silyl shift with consequent Friedel–Crafts cyclization with yields up to 99 %.

Keywords
1,2-Silyl Shift, Friedel–Crafts Cyclization, Chromanes, Propargyl Silanes
Hyperlink
https://conferences.lu.lv/event/464/attachments/413/1269/LU%2082%20-%202024%20-%20Org%20Chem%20Abstracts.pdf

Ubaidullajevs, A., Kroņkalne, R., Turks, M. Synthesis of Substituted Chromanes via Tandem 1,2-silyl shift – Friedel–Crafts Cyclization. In: 82nd International Scientific Conference of the University of Latvia: Organic Chemistry Session, Latvia, Riga, 15-15 March, 2024. Riga: 2024, pp.8-8.

Publication language
English (en)