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22.1.3.3.3 Benzotriazole-Assisted Thioacylation

DOI: 10.1055/sos-SD-122-00004

Li, X.; Song, Q.Science of Synthesis Knowledge Updates, (20241316.

In 2005, Katritzky and co-workers developed two kinds of benzotriazole reagent for the synthesis of thiocarboxylic O-acid esters. The two benzotriazole reagents 8 and 10 are readily synthesized from Grignard reagents and acyl chlorides, respectively. Treatment of the benzotriazole reagents with appropriate alcohols forms the corresponding thionoesters 9 and 11 with high efficiency (Scheme 4).[‌5‌]

Meeeee 8 Meeeeeeeeee ee Meeeeeeeeeeeee M-Meee Meeeee eeee 8-(Meeeeeee)eeeeeeeeeeeeee[‌8‌]

Meeeeeeeeee 8

M8 M8 Meeeee (%) ee 8 Mee
8-MeMM8M8 8-MeMM8M8 88 [‌8‌]
8-MeM8M8 Me 88 [‌8‌]

e Meeee eeee 8.

M8 M8 Meeeee (%) ee 88 Mee
8-MeMM8M8 8-eeeeeeee 88 [‌8‌]
8-M8MM8M8 8-eeeeeeee 88 [‌8‌]
8-eeeeeee 8-eeeeeeee 88 [‌8‌]

e Meeee eeee 88.

Meeeeeeeeeee Meeeeeeee

Meeeeeeeeeeeee M-Meee Meeeee 8 eee 88; Meeeeee Meeeeeeee:[‌8‌]

Mee eeeeeeeeeee eeeeeee (8.8 eeee) eee Me8M (8.88 e, 8.8 eeee) eeee eeeee ee eee eeeeeeeeee 8-(eeeeeeee)eeeeeeeeeeeee 8 ee 8-eeeee-8-(eeeeeeee)eeeeeeeeeeeee 88 eeeeeeeee ee MM8Me8 (88 eM) ee ee. Meeeeeee eee eeeeeeeee eeeeeeeee, eee eeee eeeeeee eee eeeeeee ee eeeeee eeeeeeeeeee. Mee eeeeeee eee eeeeeeeeeee ee MeMMe (888 eM) eee eee eeee eee eeeeee eeee 8% ee Me8MM8 (8 × 888 eM), 8 M MMe (8 × 888 eM), M8M, eee eeeee. Mee eeeeeeeee eeeeeee eeeeee eeee eeeee (Me8MM8) eee eee eeeeeee eee eeeeeee eeeee eeeeeee eeeeeeee. Meeeeeeeeeeeeeeee (MeMMe/eeeeeee) eeeeeeee eee eeeeeeeeeee eeeeeee.

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