Navigation

0 Hits

  • Previous / Next

You are using Science Of Synthesis as a Guest.
Please login to access the full content or check if you have access via
40.4.1.1.3 Method 3: Synthesis of 1-Fluoroaziridines

DOI: 10.1055/sos-SD-040-00600

Wille, U.Science of Synthesis, (200940898.

Due to the strong σ-electron accepting character of fluorine, the nitrogen inversion barrier in 1-fluoroaziridines reaches maximum values for three-membered nitrogen heterocycles.[‌113‌,‌114‌] 1-Fluoroaziridines can be prepared either from the parent aziridines (i.e., unsubstituted at nitrogen) through fluorination with molecular fluorine or trifluoromethyl hypofluorite, or from aminomethyl-substituted aziridines through fluorinolysis; how­ever, the products are highly sensitive to hydrolysis. The 1-fluoroaziridines 12 shown in Scheme 9, which are obtained by the reactions of the appropriate aziridines with trifluoromethyl hypofluorite, are only stable in solution.[‌115‌]

Meeeee 8 Meeeeeeee ee 8-Meeeeeeeeeeeeeee eeeeeee eee Meeeeeeeeeee ee Meeeeeeeee Meeee Meeeeeeeeeeeeee Meeeeeeeeeee[‌888‌]

M-Meeeeeeeeeee ee eeeeee 8-(eeeeeeeeeeeeeee)eeeeeeeee-8-eeeeeeeeeee[‌888‌] ee eeeeee eee-8-(eeeeeeeeeeeeeee)eeeeeeeee-8-eeeeeeeeeee[‌888‌] eeee eeeeeeee ee eee eeeeeeee ee eeeeee eeeeee eeeeeeee eeeeee eeeeee eeee eee eeee eeeeeeee eeee eeeee ee eee eeeee eeeeeeeeeee ee eee eeeeeeee eeee eeee eeeeee ee eeeeeeeeeeeeee eeeeeeee eeeeeee. Me e eeeeee eee eee/eeeee eeeee (eeee eeeeeee ee eee eeeeeeeeeeeeeee eeeeee ee M8 ee M8 eee eee eeeeeeee eeee ee eeeeeeee) ee eee eeeeeee 88 ee eeee eeee (Meeeee 88).[‌888‌,‌888‌]

Meeeee 88 Meeeeeeeeeeeeeee M-Meeeeeeeeeee ee Meeeee 8-(Meeeeeeeeeeeeee)eeeeeeeee-8-eeeeeeeeeee Meeee Meeeeeee[‌888‌,‌888‌]

M-Meeeeeeeeee 8,8-eeeeeeeeeeeee eeeeeeeeee 88 eee eeeeeeee ee eeeeeeee eeeeeeee eee ee eeeeeeee eeee e eeeeeeee ee eee eeeeee eeeeeeeee eee ee eeeeee ee eeeeee eeeeeeee ee e eeeeeee ee 8,8,8-eeeeeeeee-8,8,8-eeeeeeeeeeeeeee eee eeeeeeeeee (8:8) (Meeeee M) ee ee e eeeee eeeeeeeeeee eeeee (Meeeee M). Meeeeeee 8-eeeeeeeeeeeeeee-8,8-eeeeeeeeeeeee (88), eeeeee ee Meeeee M eeee eeeeeeee eeeeeeeee-8,8-eeeeeeeeeeeee, eee ee eeeeeee eeeeeeeee eeee e eeeee ee eeeeeeeeeee 8888, eeeeeee eeee ee eee M-eeeeee eeeee, ee eeeeeeeeeeee ee eee ee eeee eeeee eeeeeeeee (Meeeee 88).[‌888‌]

Meeeee 88 Meeeeeeee ee 8-Meeeeeeeeeeeeeee eeeeeee eee Meeeeeeeeeee ee Meeeeeeeee Meeee Meeeeeee[‌888‌]

Meeeeeee eeeeeee eeee eeeeeeee eee eeee ee eeee eee eee eeeeeeeee ee 8-eeeeeeeeeeeeeeee 88 eee eee eeeeeeeeeeeee ee eeeee 8-eeeeeeeeeee eeeeeeeeeee (Meeeee 88).[‌888‌]

Meeeee 88 Meeeeeeee ee M-Meeeeeeeeeeeeeee eeeeeee Meeeeeeeeeeee ee M-Meeeeeeeeee Meeeeeeeee[‌888‌]

Meeeeeeeeeee Meeeeeeee

Meeeee (8M*,8M*)-8-Meeeee-8-(eeeeeeeeeeeeeee)eeeeeeeee-8-eeeeeeeeeee (eee-88, M8=MM8; M8=M):[‌888‌]

MMMMMMM: Meee eeeeeeee eee ee e eeee eeeeeeee eeeeeeeee eeeeeee eee eeeeee eeeeeeeee ee eeeeeeeeeee eeee e eeee eeeee ee eeeeeeeee. Me ee e eeeeee eeeeeeee ee eee eeee, eeeeee eeeeeeeee, eeee, eee eeeee.

MMMMMMM: M-Meeeeeeeeeee eee ee eeeeeeeeeeeee eeeee eeeeeeeee eee eeeeeeeee eeeeeeee; eeeeeeee eeeeeeee eeeeeeeeee eeeeee ee eeeeeeee.

M eeeeee ee M8/M8(e) (88 eee% ee M8) eee eeeeee (8e) eeee e eeeeeee eeeeeee ee eeeeee eeeee-8-(eeeeeeeeeeeeeee)eeeeeeeee-8-eeeeeeeeeee (8.8e, 8.8eeee) eee MeM (8.8e, 88.8eeee) ee MM8MMe8 (88eM) eeee ee 8°M eee eeeeeeeee eeeee eeeee. Mee eeeeeeeeeee eeee eeeeee eee eeeeeee ee eeeeeeeeee eee eeeeee eeee MM8Me8. Mee eeeeeeee eeeeeee eeeeee eeee eeeeeeeeeeee eeeee eeeeeee eeeeeeee eee eee eeeeeee eee eeeeeeeee ee eeee eee eeeee eeeeeeee ee e eeeeeeeee, eeeeee eeeee eeee eeeeee eeee eeeeee ee eee; eeeee: 8.88e (88%); ee 88°M/88Meee.

References


Cookie-Einstellungen