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14.4.3.1.1.2.1.1.1 Variation 1: Condensation of 2-Hydroxyphenyl Ketones with Carboxylic Acids

DOI: 10.1055/sos-SD-014-00294

Williams, A. C.; Camp, N.Science of Synthesis, (200314447.

Examples of the condensation of 2-hydroxyphenyl ketones with carboxylic acids to give 4H-1-benzopyran-4-ones 296, 299, and 301 can be found in Schemes 99 and 100.[‌445‌,‌486‌‌488‌]

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Meeeee 888 8M-8-Meeeeeeeee-8-eeee ee Meeeeeeeeeee ee 8-Meeeeeeeeeeee Meeeeee eeee Meeeeeeeee Meeee eeee Meeeeeeeeee[‌888‌,‌888‌‌888‌]

Meeeeeeeeeee Meeeeeeeee

8,8-Meeeeeeee-8-(8-eeeeeeeeeeee)-8M-8-eeeeeeeeee-8-eee [888, M8=M8=MMe; M8=M8=M; M8=8-(MeMM=MM)M8M8]; Meeeeee Meeeeeeee:[‌888‌]

Me e eeeeee, eeeeeee eeee ee 8-(8-eeeeeee-8,8-eeeeeeeeeeeeeee)eeeeeeee (8e, 88.8eeee) eee 8-eeeeeeeeeeeee eeee (8.8e, 88eeee) ee eeeeeeee (88eM) eee eeeee MMMe8 (8.8eM) eeeeeeee, eeee eee eeeeeee eeeeeee ee 8888°M eee 8e eeee eee eeeeeeee eeeeeeeee ee eeeeeeee. Mee eeeeeee eee eeeeee, eeee eeeeee ee ee eee eeeee eeeeee ee eeeeeee e eeeeeee eeeeee eeee eee eeeeeeee ee eeeeeeeeeeeeee (eeeeeeeee eeeee eeee eeeeeeeee eeeee/eeeeeee 8:8) ee eeee 8-eeeeee-8,8-eeeeeeeeeeeeeee 8-eeeeeeeeeeeeee [888, M8=M8=MMe; M8=M8=M; M8=8-(MeMM=MM)M8M8] ee ee eee; eeeee: 8e (88%).

Meeeeeee 888 [M8=M8=MMe; M8=M8=M; M8=8-(MeMM=MM)M8M8; 8e, 8eeee] eee eeeeeeeee ee eee eeeeeeee (8eM) eee MMM (8.88e, 88eeee) eeeee. Mee eeeeeee eee eeeeeee ee 88°M eee 8e eeeee eeeeeeeee eeeeeeeeee, eeeeeee eeeeeee eeee eeeee. Mee eeeeeee eee eeeeeeeee eee eee eeeeee eeeee eeeeeeee eeee eeeeeeeeee eeeeeeeeeeeeee (MeMMe/eeeeee) ee eeee 888 [M8=M8=MMe; M8=M8=M; M8=8-(MeMM=MM)M8M8]; eeeee: 8.8e (88%).

Me e eeee ee 888 [M8=M8=MMe; M8=M8=M; M8=8-(MeMM=MM)M8M8; 8e, 8.88eeee] ee eeeeeee MeMM (88eM) eee eeeee eeeee MeMMe (8e 88eeee), eee eee eeeeeee eeeeee eeeee eeeeee eee 88e. Mee eeee eee eeeeee, eeeeee eeee eeeeeee eee, eeeeeeeee eeee MeMMe, eee eee eeeeeee eeeeeee. Meeeeeeeeeee ee eee eeeeeee ee eeeeeeeeeee MMM (eeeeeee/MeMMe 8:8) eeee eee eeeeeee; eeeee: 888ee (88%); ee 888°M.

8-{8-[8,8-Mee(eeeeeeeee)eeeeee]eeeee}-8-eeeeeee-8M-8-eeeeeeeeee-8-eee (888, M8=M; M8=M8=MMe); Meeeeee Meeeeeeee:[‌888‌]

Me e eeee ee 8-eeeeee-8-eeeeeeeeeeeee 8-[8,8-eee(eeeeeeeee)eeeeee]eeeeeeee (888, M8=M; M8=M8=MMe; 8.8e, 8.88eeee) ee MMMM (88eM) eee eeeee MMM (888ee, 8eeee). Mee eeeeeee eee eeeeeee eeeee M8 ee ee eee 8e eeee eeeeee eeee e eeeeeee ee M8M eee eee eee eeeeeeee ee eM8 eeee MMe. Mee eeeee ee eeeeeeee eee eeeeeee ee eeeeeeeeee, eeeeeeeee ee MMMe8 (88eM), eee eeeeee eeee eee. ee MeMMM8 (8×88eM). Mee eeeeeee eeeee eee eeeee (Me8MM8) eeee eeeeeeeeee ee eeeeeee eee eee eeeeeee (e.e., 888, M8=M; M8=M8=MMe) eeeeeeeee ee eee ee eee eee eeeeeeeee eeeeeeeeee.

Meeeee M: Mee eeeeeee eee eeeeeeeee ee MMMM (88eM) eee M8 (8ee, 88μeee) eee eeeee. Mee eeeeeee eee eeeeee ee 888°M eeeee M8 eee 8e eeee eeeeee eeee M8M eee eee. Mee eeeeeee eee eeeee ee ee MMMe8 (88eM), eee eeeeee eeee eee. ee Me8M8M8 (8×88eM) eee eee. ee MeMMM8 (8×88eM). Mee eeeeeee eeeee eee eeeee (eeeee Me8MM8) eee eeeeeeeeee ee eeeeeee. Meeeeeeeeeee ee eee eeeeeee ee eeeeeeeeeeeeee (eeeeee eee, MM8Me8) eee eeeeeeeeeeeeeeeee (MeMM) eeee eee eeeeeee 888 (M8=M; M8=M8=MMe); eeeee: 888ee (88%); ee 888888°M.

Meeeee M: Mee eeeeeee eee eeeeeeeee ee MMMM (88eM) eee MeMMM8M (888.8ee, 8.8eeee) eee eeeee. Mee eeeeeee eee eeeeee ee 888°M eeeee M8 eee 88e eeee eeeeee eeee M8M eee eee. Mee eeeeeee eee eeeeeee ee eeeeeeeeee eeee eeeee ee ee MM8Me8 (88eM) eee eeeeee eeee M8M. Mee eeeeeee eeeee eee eeeee (eeeee Me8MM8) eee eeeeeeeeee ee eeeeeee. Meeeeeeeeeee ee eee eeeeeee ee eeeeeeeeeeeeee (eeeeee eee, MM8Me8) eee eeeeeeeeeeeeeeeee (MeMM) eeee eee eeeeeee 888 (M8=M; M8=M8=MMe); eeeee: 888ee (88%); ee 888888°M.

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