1 research outputs found
Flow-Assisted Synthesis of Bicyclic Aziridines <i>via</i> Photochemical Transformation of Pyridinium Salts
Herein
is described the development and comparison of homemade
continuous-flow reactors, a fluorinated ethylene propylene tube (FEP)
reactor (internal diameter of 0.4 cm) and two parallel quartz reactors
containing two different internal diameters (0.4 and 0.2 cm), and
their application to the photochemical transformation of 1-<i>n</i>-butyl- and 1-allylpyridinium
bromide salts (<b>1a</b> and <b>1b</b>, respectively)
to the corresponding Ī±-hydroxycyclopentenoaziridines (6-azabicyclo[3.1.0]Āhex-3-en-2-ols) <b>2a</b> and <b>2b</b>. Under recirculating conditions, the
FEP reactor allowed the production of a greater quantity of bicyclic
aziridine (3.2 g), while the quartz reactor with the same diameter
furnished the best productivity results (3.7 g L<sup>ā1</sup> h<sup>ā1</sup>). In addition, the FEP reactor operated efficiently
under circulating conditions (1.75 L of <b>1a</b>) for 4.5 days
(residence time of 17.9 h), allowing the production of <b>2a</b> at a rate of 2 g/day (62ā93% conversion)