Reaction of hydrogen fluoride with cyclooctene compounds: aziridine and epoxide

140

P-32 REACTIONOFHYDROGENFLUORIDEWITHCYCLOOCTENECOMPOUNDS: AZIRIDINEANDEPOXIDE G.AIvernhe Lab. de Chimie Organique 3, UA CNRS 467, UniversitB Lyon I, 43, Bd du 11 Novembre

1918 69622 Villeurbane G. Haufe, A. Laurent

(France)

and K. Touhami

Sektion Chemie, Karl-Marx Universitat

A xide

1

comparative

and

Leipzig, Leipzig (G.D.R.)

study

aziridine

2

of

the

towards

reactivities

fluorinating

of

epo-

reagents

is

reported. Neutral a trans-opening tions,

fluorinating of the

reaction

no

reagent

epoxide

occurs

1 but, the

with

(Et3N, under

3HF)

the

produces

same

corresponding

condiaziri-

dine 2. A

participation 1

with

by

reaction

of

of

hydrogen

fluoride

under

similar

to

of

the

Olah's the

double

reagent,

double

bond

bond but of

takes

addition

2

observed

conditions. Et?N, 3HF

Olah's reagent

Et3N, 3HF No reaction

F

Olah's

2 -

reagent

place

only is