908131-28-2Relevant academic research and scientific papers
Branched Amine Synthesis via Aziridine or Azetidine Opening with Organotrifluoroborates by Cooperative Br?nsted/Lewis Acid Catalysis: An Acid-Dependent Divergent Mechanism
Nguyen, Truong N.,May, Jeremy A.
supporting information, p. 3618 - 3621 (2018/06/26)
A practical catalytic method to synthesize β,β- and γ,γ-substituted amines by opening aziridines and azetidines, respectively, using alkenyl, alkynyl, or aryl/heteroaryl trifluoroborate salts is described. This reaction features simple open-flask reaction conditions, the use of transition-metal-free catalysis, complete regioselectivity, and high diastereoselectivity. Preliminary mechanistic studies suggest that carbocation formation is disfavored. Stereoretentive addition is favored with Br?nsted acid present, while stereoinversion is favored in its absence, indicating divergent mechanisms.
Stereoselective synthesis of activated 2-arylazetidines via imino-aldol reaction
Ghorai, Manas K.,Das, Subhomoy,Das, Kalpataru,Kumar, Amit
, p. 9042 - 9049 (2015/09/01)
A simple and efficient synthetic route to substituted N-sulfinyl and N-sulfonyl azetidines is described involving imino-aldol reaction of ester enolates with racemic and non-racemic aldimines for obtaining β-amino esters as a key step. These β-amino ester
A facile synthesis of 1-arenesulfonylazetidines through reaction of 1-arenesulfonylaziridines with dimethylsulfoxonium methylide generated under microwave irradiation
Malik, Sarika,Nadir, Upender K.
, p. 108 - 110 (2008/09/21)
A simple, efficient and general method has been developed for the synthesis of 1-arenesulfonylazetidines through a one-pot reaction of 1- arenesulfonylaziridines with dimethylsulfoxonium methylide, generated under microwave irradiation, using alumina as s
A convenient synthetic route to 2-aryl-N-tosylazetidines and their ZnX2 (X = I, OTf) mediated regioselective nucleophilic ring opening reactions: synthesis of γ-iodoamines and tetrahydropyrimidines
Ghorai, Manas K.,Das, Kalpataru,Kumar, Amit,Das, Animesh
, p. 5393 - 5397 (2007/10/03)
A general and convenient synthetic route to various 2-aryl-N-tosylazetidines has been described. Their ZnX2 (X = I, OTf) mediated nucleophilic ring opening with halides and [4+2] cycloaddition reactions with various nitriles have been achieved
