Photochemical Synthesis of 3‑Azabicyclo[3.2.0]heptanes: Advanced Building Blocks for Drug Discovery

We have developed a rapid two-step synthesis of substituted 3-azabicyclo[3.2.0]­heptanes which are attractive building blocks for drug discovery. This new method utilizes very common chemicals, benzaldehyde, allylamine, and cinnamic acid, via intramolectular [2+2]-photochemical cyclization.

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Bibliographic Details
Published inJournal of organic chemistry Vol. 82; no. 18; pp. 9627 - 9636
Main Authors Denisenko, Aleksandr V, Druzhenko, Tetiana, Skalenko, Yevhen, Samoilenko, Maryna, Grygorenko, Oleksandr O, Zozulya, Sergey, Mykhailiuk, Pavel K
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 15.09.2017
Amer Chemical Soc
Subjects
Benzaldehydes - chemical synthesis
Benzaldehydes - chemistry
Chemistry
Chemistry, Organic
Cinnamates - chemical synthesis
Cinnamates - chemistry
Cyclization
Drug Discovery
Molecular Structure
Photochemical Processes
Physical Sciences
Science & Technology
Solubility
ENANTIOPURE
REAGENTS
SCAFFOLDS
DERIVATIVES
CYCLOADDITIONS
ARYLATION
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Summary:We have developed a rapid two-step synthesis of substituted 3-azabicyclo[3.2.0]­heptanes which are attractive building blocks for drug discovery. This new method utilizes very common chemicals, benzaldehyde, allylamine, and cinnamic acid, via intramolectular [2+2]-photochemical cyclization.
Bibliography:ObjectType-Article-1
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ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.7b01678