Acetate → 5-Bromo-2-(3,5,5,8,8-pentamethyl-2,3,5,6,7,8-hexahydronaphtho[2,3-b]furan-3-yl)thiophene

HRID 2339705Notes

Reaction equation

HRID 2339705 reaction equation
[Br:17][c:18]1[cH:19][cH:20][c:21]([C:23](=[CH2:24])[CH2:25][O:26][c:27]2[cH:28][c:29]3[c:34]([cH:35][c:36]2[I:37])[C:33]([CH3:38])([CH3:39])[CH2:32][CH2:31][C:30]3([CH3:40])[CH3:41])[s:22]1.[C:45]([O-:46])(=[O:47])[CH3:48].[C:49]([O-:50])(=[O:51])[CH3:52].[CH3:1][CH2:2][CH2:3][CH2:4][N:5]([CH2:6][CH2:7][CH2:8][CH3:9])[CH2:10][CH2:11][CH2:12][CH3:13].[CH3:42][C:43]#[N:44].[CH:14]([OH:15])=[O:16].[Pd+2:53]>>[Br:17][c:18]1[cH:19][cH:20][c:21]([C:23]2([CH3:24])[CH2:25][O:26][c:27]3[cH:28][c:29]4[c:34]([cH:35][c:36]32)[C:33]([CH3:38])([CH3:39])[CH2:32][CH2:31][C:30]4([CH3:40])[CH3:41])[s:22]1

Participants

7

Reactant 6

HCID 175Acetate2×HCID 284Formic AcidHCID 6342AcetonitrileHCID 7622TributylamineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 701958155-Bromo-2-[1-(3-iodo-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yloxymethyl)vinyl]thiophene

Product 1

HCID 701959085-Bromo-2-(3,5,5,8,8-pentamethyl-2,3,5,6,7,8-hexahydronaphtho[2,3-b]furan-3-yl)thiophene

Sources & evidence

ORD record
ord-c6b79e875c5244e5853986375685cc21
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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