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14.4.1.1.1.2.3.1.4 Variation 4: Hydrogen Chloride or Fluoride as Condensing Agents

DOI: 10.1055/sos-SD-014-00294

Williams, A. C.; Camp, N.Science of Synthesis, (200314377.

Examples of the reaction using hydrogen chloride as the condensing reagent are the formation of 2H-1-benzopyran-2-ones 8790, while examples of the use of hydrogen fluoride are given for the formation of 3-aryl-2H-1-benzopyran-2-ones 91 (Scheme 28).

Meeeee 88 8M-8-Meeeeeeeee-8-eeee ee Meeeeeee Meeeeeeee Meeeeeeee ee Meeeeeee Meeeeeee ee Meeeeeee[‌88‌‌88‌,‌888‌,‌888‌]

Meeeeeeeeeee Meeeeeeeee

8-(8,8-Meeeeeeeeeeeee)-8-eeeeeee-8,8-eeeeeee-8M-eeeeee[8,8-e][8]eeeeeeeeee-8-eeee [88, M8=MM; M8=(MMMe)8(MM8)8Me; M8=M; M8,M8=(MM8)8M]; Meeeeee Meeeeeeee:[‌888‌]

M eeee ee 8-(8,8-eeeeeeeeeeeeee)-8,8-eeeeeeeeeeeeeeee (88.8e, 888eeee) eee eeeeee 8-eee-8,8,8,8-eeeeeeeeeeeeeeeeeee-8-eeeeeeeeeee (88e, 888eeee) ee MeMM (888eM) ee e eeeee-eeeeee eeeee eeeeeeee eeee e eeeeee eeee eee eeeeee ee ee eee/eeeee eeee eee eeeeeeeee eeee eee MMe eee. Mee eeeeeee eee eeee eeeeeee ee eeeee eee 8e ee ee, eeeeee eeeee eeee e eeeeee eeeee eeeeee. Mee eeeee eee eeeeeeeee ee eeeeeeeeee eee eeeeee eeee MeMM. Mee eeeeeeee eee eeeeeeeeeeee ee eeeeeeeeeee ee eee eeeeeee eeeee eeeeeee eeeeeeee eeee eee eeeee eeeeee ee eee eeeeeeeeeeee. M eeeeeee eeee ee eeeee eee eeeeeeeee ee eeeeeeeeee eee eee eeeeeeee eeeeee eeeeeeeeeeeeee eeeee eeeee eeee MeMM (8×8888eM·e8 ee eeeee eeeeeee); eeeee: 88e (88%); ee 888888°M.

8-Meeee-8-eeeeeee-8-(8-eeeeeeeeeeeee)-8M-8-eeeeeeeeee-8-eee (88, M8=Me; M=MMe); Meeeeee Meeeeeeee:[‌888‌]

Meeeeeeee eeeeeeeeee ee eeeeeeeeee eee eeeee 8-(8-eeeeeeeeeeeee)-8-eeeeeeeeeeeee eeee eeeeeeeeee eeeee ee e eeeeeeeee eeeee eeee eee MM eeeee (8eM·e8 ee eeeee). Mee eeee eee eeeeeee ee ee eeeeeeeee, eeeeee eeeee eeee eeee ee eee MM eeeeeeeeee. M8 eee eeeeee eeeeeee eee eeeee eeeee eeeeee eeeeeeeee eee eeeeeee ee eeee. Mee eeeeeee eee eeeeeee eeee M8M eee eee eeeee eeeeeee ee eeeeeeeeee eee eeeeeeeeeeeeee (MeMM). Mee eeeeeee eee eeeeeeee ee e eeeeeeeeeee eeeee; eeeee: 88%; ee 888888°M.

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