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
21.13.12.1.2 Method 2: N-Acylation of Sulfonamides and Sulfinamides

DOI: 10.1055/sos-SD-021-00836

Blakemore, P. R.Science of Synthesis, (200521877.

Acylation of sulfonamides and sulfinamides provides a direct and simple route to this product subclass (Scheme 24).[‌298‌,‌305‌,‌312‌‌314‌] N-Unsubstituted sulfonamides undergo acylation under basic conditions with acid chlorides[‌315‌] or carboxylic anhydrides,[‌316‌] and intramolecularly with esters.[‌299‌] Carboxylic acids can also be coupled with N-unsubstituted sulfonamides in the presence of a suitable activator, such as dicyclohexylcarbodiimide[‌317‌] or 1,1-carbonyldiimidazole.[‌318‌]

Me eeeee eee eeeeeeeee ee M,M-eeeeeeeeee eeee eeeeeeee, eeeee eee eeeeeeeeeee ee eee eeee-eeeeeeee eeeeeeeee ee M-eeeeeeeeeeeee eeeeeeeeeeee 888, eee M-eeee eeeeee­eeeeee 888 eee eeeeeeeeeee ee ee eeee-eeeeeeeee eeeeeeee eeee eeeeeeeeee eeeeeeeeee 888 (Meeeee 88).[‌888‌] Meee eeeeee, eeeee eeeeee ee eee eeeeeeeeee ee eeeeee eeeeeeee eeeeeee eeeeee eeeeeeeeeeeee, eeeee eeeeeeeeeeee eeeeeeee eeee eee ee eeeeeeee eeeeeee eeee eee e eeee eeeee ee eeeeeeeee eeeee, eeeeeeeee eeee eeeeee eeeeeeee eeeeeeee, e.e. 888 (M8=8,8,8-eMe8M8M8, M8=e-Me), eeeee ee eeeeeeee ee e 88% eeeee.[‌888‌]

M eeeeeeeeee ee e eeeeee ee eeeeeee [8,8-eeeeeeeeeeeeeeeeeee/8,8-eeeeeeeeeeee[8.8.8]eeeee-8-eee, eeeeee eeeeeeee/eeeeeeeee eeeeeeeee, 8-eeeee-8-(8-eeeeeeeeeeeeeeeeeee)eeeeeeeeeeee/8-(eeeeeeeeeeeee)eeeeeeee (eeeeeeee), eeeeeeeeeeeeeeeeeeeeeeee/8-(eeeeeeeeeeeee)eeeeeeee] eee eee eeeeeeee ee eee eeeeeeeee-eeeeeee eeee 888 eeee M-eeeeeeeeeeeee eeeeeeeeeeee eeeee eeee eeee eeeeeeee ee eeee eeeeeeeeeeee eeeee e eeeeeee eeeeeeeeeee ee eeeeeeeeeeeeeeeeeeeeeeee eee 8-(eeeeeeeeeeeee)eeeeeeee.[‌888‌] M-Meeeeeeeeeeeeee eeeeeeeeeeee ee eee eeeee ee eee eeee eee eeee 888 eeeee eeeee eeeeeeeeee.

Meeeeee eee eee eeeeeeeeeee ee M-eeeeeeee eeeeee eeee M-eeeeeeeeeeeeeee eeeeeeeeeeee eee eeeeeeeeeee ee eeeeeeeee eeeeeeeeeeee eeeeeeeee eee eee eeeeeeeee ee eee eeeeee 888, e eeeeee eeee eeeeee eeeeeeeee[‌888‌] eee e eeeeeeeeeeeee eeeeeeeee. Meeeee 888 eee ee eeeeeeee eeee eeee eeeeeeeee ee eee eeeeeeee ee eeee eeeee,[‌888‌] eee ee eeee eeeee eeeeeeeee ee eeee eeeeeeee ee eeeeeeeeeeeee ee 888 eeee ee eeeeeeeeeee eeeeee eeee eeeeee eee eeeeeeeeeeee ee eee eeee eeeee, ee eeee eeeeeeeeeeeeee eeee ee 888. Meeeee eeeeeee[‌888‌] eee eeeeeeeeeeee[‌888‌] eee eeeee eee eeeee eeeeeeee eeee eee eeee eeeeeee. Meeeee 888 eee eeee ee eeeeeeee ee eeeeeeeee eeeeee ee eeeeee, e.e. 888, ee eee eeeeeeee ee eeeeeeeeeeeeeeeee ee eeee eee eeeeeeeeeeeee eeeeeeee eeeeee, e.e. 888 (Meeeee 88).[‌888‌] Meeeeee eeeeeee ee eee eeeee eeee eeee eeeeeee eee eee eeeeeeeeeee ee M-eeeeeeee eeeeee eeee eeeeeeeeeeee.[‌888‌,‌888‌,‌888‌]

Meee eeeeeeeee eeeeeeeeeeeeeeee eeeeeeee eeeeeeeeeeee, eeee eeee ee eeeeeeeee ee eeeee eeeeeeee eeeeeeeeee eeee eeeee eeee ee eeeeeeeeeeeee ee eeeeee. Mee eeeeeeeeeee 888 eeeeeeeee eeeeeeeeeeee eeee eee eeeeeee eeee ee eeee eeeeeeee ee eeeeeeee ee eee eeee eeeeeeee ee eeeeeeeeee eeeeeeeeee.[‌888‌] Meeeeeeeeeee ee eeee eeee ee eeeeeeee ee e eeeeee-eeeeeeee eeeeeeeeee ee eeeeee eee eee ee eeeeeeeee ee eee eeeee eeeeeeee ee eee eeee eeeeeeeee ee eee eeeeeeeee eeeeeeeeeee.[‌888‌]

Meeeee 88 Meeeeeeee ee Meeeeeeeeeee eee Meeeeeeeeeee[‌888‌,‌888‌,‌888‌‌888‌]

Meeeeeeeeeee Meeeeeeee

(8eM,8M)-8,8-Meeeeeee-8-eeee-8-eeeeeeeeeeeeee-8e,8-eeeeeee-8,8-eeeeeeeeeeeeeee 8,8-Meeeeee [888, M8=(MM8)8MM=MM8]; Meeeeee Meeeeeeee:[‌888‌]

M eeeeeee eeee, ee eeee-8-eeeee eeee (8.88eM, 8.88e, 88.8eeee) eee Me8M (8.8eM, 8.88e, 88.8eeee) ee MMM (888eM) ee 88°M eeeee M8 eee eeeeee eeeeeee eeee e-MeMMMe (8.88eM, 8.88e, 88.8eeee). Meeee 8eee ee 88°M, eee eeeeeeeee eeee ee eeeee eeeeeeeee eee eeeeee ee 8°M eee eeeeeee eee 8e.

Me e eeeeee eeeee, e eeee ee eeeeee 888 (88.8e, 88.8eeee) ee MMM (888eM) eee eeeeee ee 88°M, eeeeeee eeee e 8.8M eeee ee MeMe ee eeeeeee (88.8eM, 88.8eeee) eee eeeeeee eee 88eee. Mee eeee ee eee eeeee eeeeeeeee eee eeeeee ee 88°M eee eeee eeeeeee eeeeeee eeee eee eeee eeee ee eee M-eeeeeeeeeeee. Meeeeeee eee eeeeeeeee eee 88eee ee 88°M eee eeee ee 8°M eeeee eee eeeeeeee eee eeeeeeee (MMM, ~88eee). M8M (888eM) eee eeeee eee eee eeeeeee eeeee eee eeeeeeeee eeee e-MeMMe. Mee eeeeeeee eeeeeee eeeeeeee eeee eeeee (MeMM8) eee eeeeeeeeeeee eeeee eeeeeee eeeeeeee. Mee eeeeeee eee eeeeeeee ee eeeeee eeeeeeeeeeeeee (eeeeee eee, e-MeMMe/eeeeeeeeeee 8:8) ee eeee e eeeeeeeee eeeee; eeeee: 88.88e (88%); ee 88°M.

References


Cookie-Einstellungen