The Vespiary

The Hive => Novel Discourse => Topic started by: yinga on February 16, 2004, 07:50:00 PM

Title: Alkynes as precursors: benzannulation
Post by: yinga on February 16, 2004, 07:50:00 PM

It would appear that by choosing the appropriate starting materials, one can synthesize many different substituted benzene rings, including substituents like 1,2-methylenedioxy rings.  I uploaded two articles about these types of reactions at

http://www.geocities.com/yingabee/ (http://www.geocities.com/yingabee/)

.

For example, regarding

http://www.geocities.com/yingabee/JOCv68p5961.pdf (http://www.geocities.com/yingabee/JOCv68p5961.pdf)

, one could choose 10 on the bottom of page 5963 with R being an N-protected (so it won't compete for substitution with the -OTs) NH2-CH2 group, and simple acetylene instead of the 2a/2b, to make phenethylamine.  There are gobs more references on these reactions, with ways to regioselectively put a variety substituents on the product benzene ring but obviously I haven't yet researched extensively.

What do ya think?