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The Formation of Seven-Membered Heterocycles under Mild Pictet-Spengler Conditions: A Route to Pyrazolo[3,4]benzodiazepines.

Authors :
Katte TA
Reekie TA
Jorgensen WT
Kassiou M
Source :
The Journal of organic chemistry [J Org Chem] 2016 Jun 03; Vol. 81 (11), pp. 4883-9. Date of Electronic Publication: 2016 May 13.
Publication Year :
2016

Abstract

Reported is a method for the synthesis of seven-membered heterocycles via a Pictet-Spengler condensation reaction under very mild conditions. High substrate scope allows for use of aldehydes using catalytic amounts of acetic acid yielding 39-90% and ketones using catalytic amounts of trifluoroacetic acid yielding 25-83%.

Details

Language :
English
ISSN :
1520-6904
Volume :
81
Issue :
11
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
27159074
Full Text :
https://doi.org/10.1021/acs.joc.6b00710