US EPA

3860772 

Journal Article 

Syntheses of Biologically Active 2-Arylcyclopropylamines 

Miyamura, S; Itami, K; Yamaguchi, J 

2017 

1 

Synthesis
ISSN: 0039-7881
EISSN: 1437-210X 

GEORG THIEME VERLAG KG 

STUTTGART 

49 

6 

1131-1149 

10.1055/s-0036-1588390 

WOS:000398095600001 

The 2-arylcyclopropylamine (ACPA) motif is often seen in biologically active compounds. This review focuses on the synthesis of biologically active ACPAs and categorizes, by reaction type, the synthetic methods used toward such compounds.



1 Introduction



2 Cyclopropanation Using Diazo Compounds



2.1 Styrene



2.2 Cinnamate



2.3 Vinyl Phthalimide



2.4 Vinyl Acetamide



2.5 Oxazolone



2.6 Diketopiperazine



3 Cyclopropanation Using Ylides



3.1 Cinnamate



3.2 Nitrostyrene



3.3 Oxirane



3.4 Nitroacetate



4 Transformation of Cyclopropanes



4.1 Iodocyclopropane



4.2 Aminocyclopropane



5 Miscellaneous Methods



5.1 Kulinkovich Reaction



5.2 Three-Component Reaction



5.3 Intramolecular Nucleophilic Cyclization



5.4 Intramolecular Mitsunobu Reaction



5.5 Rearrangement from Cyclobutanone



6 Summary 

arylcyclopropylamine; cyclopropanes; biologically active compounds