chempirical
Reaction database

Cross-coupling reactions

3,374 reactions: 10 worked examples with a reagent table you can scale, 503 named reactions and 2,861 checked procedures from Organic Syntheses.

25–46 of 46

  1. Stille couplings catalyzed by palladium-on-carbon with CuI as a cocatalyst: synthesis of 2-(4'-acetylphenyl)thiophene 1Cross-coupling Org. Synth. Vol. 77, p. 135 · Liebeskind and Peña-Cabrera
  2. Sulfide contraction via alkylative coupling: 3-methyl-2,4-heptanedioneCross-coupling Org. Synth. Coll. Vol. 6, p. 776; Vol. 55, p. 127 · Loeliger and Flückiger
  3. Suzuki-Miyaura cross-coupling: preparation of 2'-vinylacetanilideCross-coupling Org. Synth. Vol. 83, p. 45 · Cottineau et al.
  4. Synthesis of (2R,3R)-2,3-dimethyl-1,4-butanediol by oxidative homocoupling of (4S)-isopropyl-3-propionyl-2-oxazolidinoneCross-coupling Org. Synth. Vol. 85, p. 158 · Lu and Zakarian
  5. Synthesis of 1,3-Dimethyl-3-(p-tolyl)-1H-pyrrolo[3,2-c]pyridin-2(3H)-one by Cu(II)-Mediated Direct Oxidative CouplingCross-coupling Org. Synth. Vol. 91, p. 221 · Dey and Kündig*
  6. Synthesis of 2-substituted biaryls via Cu/Pd-catalyzed decarboxylative cross-coupling of 2-substituted potassium benzoates: 4-methyl-2'-nitrobiphenyl and 2-acetyl-4'-methylbiphenylCross-coupling Org. Synth. Vol. 85, p. 196 · Gooßen et al.
  7. Synthesis of 2,3-Disubstituted Benzofurans by the Palladium-Catalyzed Coupling of 2-Iodoanisoles and Terminal Alkynes, Followed by Electrophilic Cyclization: 3-Iodo-2-phenylbenzofuranCross-coupling Org. Synth. Vol. 91, p. 283 · Yao et al.
  8. Synthesis of 3-pyridylboronic acid and its pinacol ester. Application of 3-pyridylboronic acid in Suzuki coupling to prepare 3-pyridin-3-ylquinolineCross-coupling Org. Synth. Vol. 81, p. 89 · Li et al.
  9. Synthesis of 4-, 5-, and 6-methyl-2,2'-bipyridine by a Negishi cross-coupling strategy: 5-methyl-2,2'-bipyridineCross-coupling Org. Synth. Vol. 78, p. 51 · Smith et al.
  10. Synthesis of biaryls via palladium-catalyzed cross-coupling: 2-methyl-4'-nitrobiphenylCross-coupling Org. Synth. Coll. Vol. 8, p. 430; Vol. 66, p. 67 · Negishi et al.
  11. Synthesis of chiral pyridine bis(oxazoline) ligands for nickel-catalyzed asymmetric Negishi cross-couplings of secondary allylic chlorides with alkylzincs: 2,6-bis[(4R)-4,5-dihydro-4- (2-phenylethyl)-2-oxazolyl]- pyridineCross-coupling Org. Synth. Vol. 87, p. 310 · Lou and Fu
  12. Synthesis of functionalized enynes by palladium/copper-catalyzed coupling reactions of acetylenes with (Z)-2,3-dibromopropenoic acid ethyl ester: (Z)-2-bromo-5-(trimethylsilyl)-2-penten-4-ynoic acid ethyl esterCross-coupling Org. Synth. Coll. Vol. 9, p. 117; Vol. 72, p. 104 · Myers and Dragovich
  13. Synthesis of lithium 2-pyridyltriolborate and its cross-coupling reaction with aryl halidesCross-coupling Org. Synth. Vol. 88, p. 79 · Yamamoto et al.
  14. Synthesis of multi-functionalized ketones through the Fukuyama coupling reaction catalyzed by pearlman'S catalyst: preparation of ethyl 6-oxotridecanoateCross-coupling Org. Synth. Vol. 84, p. 285 · Mori and Seki
  15. Synthesis of N-(tert-butoxycarbonyl)-β-iodoalanine methyl ester: a useful building block in the synthesis of nonnatural α-amino acids via palladium catalyzed cross coupling reactionsCross-coupling Org. Synth. Vol. 81, p. 77 · Jackson and Perez-Gonzalez
  16. Synthesis of polyynes by in situ desilylative bromination and palladium-catalyzed coupling: (7-(benzyloxy)hepta-1,3,5-triynyl)triisopropylsilaneCross-coupling Org. Synth. Vol. 86, p. 225 · Hwang et al.
  17. Synthesis of symmetrical trans -stilbenes by a double Heck reaction of (arylazo)amines with vinyltriethoxysilane: trans-4,4'-dibromostilbeneCross-coupling Org. Synth. Vol. 79, p. 52 · Sengupta and Sadhukhan
  18. Synthesis of terminal 1,3-diynes via Sonogashira coupling of vinylidene chloride followed by elimination. Preparation of 1,3-decadiyneCross-coupling Org. Synth. Vol. 84, p. 77 · Kohnen and Danheiser
  19. Synthesis of Tetrasubstituted 1H-Pyrazoles by Copper-mediated Coupling of Enaminones with NitrilesCross-coupling Org. Synth. Vol. 91, p. 211 · Suri and Glorius*
  20. Synthesis of unsymmetrical biaryls using a modified Suzuki cross-coupling: 4-biphenylcarboxaldehydeCross-coupling Org. Synth. Vol. 75, p. 53 · Huff et al.
  21. Synthesis of ynamides by copper-mediated coupling of 1,1-dibromo-1-alkenes with nitrogen nucleophiles. Preparation of 4-methyl-N-(2-phenylethynyl)-N-(phenylmethyl)benzenesulfonamideCross-coupling Org. Synth. Vol. 87, p. 231 · Coste et al.
  22. The preparation of amides by copper-mediated oxidative coupling of aldehydes and amine hydrochloride saltsCross-coupling Org. Synth. Vol. 88, p. 14 · Giguère-Bisson et al.