Acetate → Methyl 5-isopropenyl-4-phenylthiophene-2-carboxylate

HRID 194669Notes

Reaction equation

HRID 194669 reaction equation
[Br:1][c:2]1[c:3](-[c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[cH:4][c:5]([C:7](=[O:8])[O:9][CH3:10])[s:6]1.[C:17](=[CH2:18])([CH3:19])[B:20]1[O:21][C:22]([CH3:23])([CH3:24])[C:25]([CH3:26])([CH3:27])[O:28]1.[C:29](=[O:30])([O-:31])[O-:32].[C:62]([O-:63])(=[O:64])[CH3:65].[C:67]([O-:68])(=[O:69])[CH3:70].[Cl-:54].[NH4+:55].[Na+:33].[Na+:34].[O:56]1[CH2:57][CH2:58][O:59][CH2:60][CH2:61]1.[Pd+2:66].[c:35]1([P:36]([c:37]2[cH:38][cH:39][cH:40][cH:41][cH:42]2)[c:43]2[cH:44][cH:45][cH:46][cH:47][cH:48]2)[cH:49][cH:50][cH:51][cH:52][cH:53]1>>[c:2]1([C:17](=[CH2:18])[CH3:19])[c:3](-[c:11]2[cH:12][cH:13][cH:14][cH:15][cH:16]2)[cH:4][c:5]([C:7](=[O:8])[O:9][CH3:10])[s:6]1

Participants

11

Reactant 10

HCID 175Acetate2×HCID 223AmmoniumHCID 312ChlorideHCID 923Sodium ion2×HCID 11776TriphenylphosphineHCID 19660Carbonate IonHCID 312751,4-DioxaneHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 109974264,4,5,5-Tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolaneHCID 58438859Methyl 5-bromo-4-phenylthiophene-2-carboxylate

Product 1

HCID 58438695Methyl 5-isopropenyl-4-phenylthiophene-2-carboxylate

Sources & evidence

ORD record
ord-e96d3d57615b4a2883e6ff1583e1022c
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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