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43.1.1.1.2.1 Variation 1: The Cadiot–Chodkiewicz Coupling

DOI: 10.1055/sos-SD-043-00002

Hirsch, A.; Vostrowsky, O.Science of Synthesis, (20084351.

Currently, the CadiotChodkiewicz reaction (Scheme 12) is one of the most widely used methods for the coupling of a terminal alkyne 41 to a 1-bromoalkyne to give a buta-1,3-diyne 42. The procedure tolerates a wide variety of functional groups and permits the syntheses of numerous functionalized alka-1,3-diynes, but arylated buta-1,3-diynes are generally obtained in higher yields than their aliphatic analogues.[‌143‌]

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8 Me MeMe, MeMM8, MM8MMMMe, MeMM, eeeeeee, 8°M 88 [‌888‌]
8 Me MeMe, MeMM8, MM8MMMMe, MeMM, 8°M 88 [‌888‌]
8 (MM8)8Me Me MeM, MeMe8(MMe8)8, MeMM8, eeeeeee, ee 88 [‌888‌]
8 MM=MMMM8Me Me MeMe, MM8MMMMe, MeMM8, MeMM, 8°M 88 [‌888‌]
8 MM8MM Me MeMe, MeMM8, MeMM 88 [‌888‌]
8 Me MeMe, MeMM8, MM8MMMMe, M8M, MeMM, 8°M 88 [‌888‌]
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88 MM8MM Me MeMe, MeMM8, MM8MMMMe, MeMM, M8M 88 [‌888‌]
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88 (M)-MM=MMMM8MM Me MeMe, MeMM8, MM8MMMMe, MeMM, M8M, 8°M 88 [‌888‌]
88 Me M MeM, eeeeeeeeeee, ee 88 [‌888‌]
88 MeMe8(MM8)8MM M MeM, eeeeeeee eeeeeeeeee, ee, 8e 88 [‌888‌]
88 M MeM, eeeeeeee eeeeeeeeee, ee, 8e 88 [‌888‌]

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References