chempirical
Reaction database

Organometallic addition 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.

1–16 of 16

  1. Grignard addition: phenylmagnesium bromide + benzaldehyde → diphenylmethanolOrganometallic addition Textbook Grignard addition. Worked example · after Grignard 1900 Scale
  2. Barbier reactionOrganometallic addition The Barbier reaction is an organometallic reaction between an alkyl halide (chloride, bromide, iodide), a carbonyl group and a metal. Named reaction · Wikipedia
  3. Barbier–Wieland degradationOrganometallic addition The Barbier–Wieland degradation is a procedure for shortening the carbon chain of a carboxylic acid by one carbon. Named reaction · Wikipedia
  4. Grignard reactionOrganometallic addition The Grignard reaction (French: [ɡʁiɲaʁ]) is an organometallic chemical reaction in which, according to the classical definition, carbon alkyl, allyl, vinyl, or aryl magnesium halides (Grignard reagent) are added to the carbonyl groups of either an aldehyde or ketone under anhydrous conditions. Named reaction · Wikipedia
  5. Lumière–Barbier methodOrganometallic addition The Lumière–Barbier method is a method of acetylating aromatic amines in aqueous solutions. Named reaction · Wikipedia
  6. Reformatsky reactionOrganometallic addition The Reformatsky reaction (sometimes transliterated as Reformatskii reaction) is an organic reaction which condenses aldehydes or ketones with α-halo esters using metallic zinc to form β-hydroxy-esters. Named reaction · Wikipedia
  7. Aldehydes from 4,4-dimethyl-2-oxazoline and Grignard reagents: o-anisaldehydeOrganometallic addition Org. Synth. Coll. Vol. 6, p. 64; Vol. 54, p. 42 · Brinkmeyer et al.
  8. Cross-Coupling of Alkenyl/Aryl Carboxylates with Grignard Reagents via Fe-Catalyzed C-O Bond ActivationOrganometallic addition Org. Synth. Vol. 91, p. 83 · Li et al.
  9. Formyl transfer to Grignard reagents with N-formylpiperidine: 3-phenylpropionaldehydeOrganometallic addition Org. Synth. Coll. Vol. 7, p. 451; Vol. 64, p. 114 · Olah and Arvanaghi
  10. Highly reactive magnesium for the preparation of Grignard reagents: 1-norbornanecarboxylic acidOrganometallic addition Org. Synth. Coll. Vol. 6, p. 845; Vol. 59, p. 85 · Rieke et al.
  11. Iron-Catalyzed Selective Conjugate Addition of Aryl Grignard Reagents to 2,4-Alkadienoates: tert-Butyl (Z)-5-Phenyl-3-hexenoateOrganometallic addition Org. Synth. Vol. 91, p. 307 · Hata et al.
  12. Ketones from carboxylic acids and Grignard reagents: methyl 6-oxodecanoateOrganometallic addition Org. Synth. Coll. Vol. 8, p. 441; Vol. 66, p. 116 · Fujisawa and Sato
  13. Nickel-catalyzed coupling of aryl O-carbamates with Grignard reagents: 2,7-dimethylnaphthaleneOrganometallic addition Org. Synth. Vol. 78, p. 42 · Dallairea et al.
  14. Nucleophilic hydroxymethylation by the (isopropoxydimethylsilyl)methyl Grignard reagent: 1-(hydroxymethyl)cyclohexanol from cyclohexanoneOrganometallic addition Org. Synth. Coll. Vol. 8, p. 315; Vol. 69, p. 96 · Tamao et al.
  15. Phosphine–nickel complex catalyzed cross-coupling of Grignard reagents with aryl and alkenyl halides: 1,2-dibutylbenzeneOrganometallic addition Org. Synth. Coll. Vol. 6, p. 407; Vol. 58, p. 127 · Kumada et al.
  16. Use ofcerium(III) chloride in the reactions of carbonyl compounds with organolithiums or Grignard reagents for the suppression of abnormal reactions:1-butyl-1,2,3,4-tetrahydro-1-naphtholOrganometallic addition Org. Synth. Vol. 76, p. 228 · Takeda and Imamoto