Acetate → 6,9-Dihydro-5H-6,9-methanocyclohepta[b]pyridine

HRID 2151024Notes

Reaction equation

HRID 2151024 reaction equation
[C:62]([O-:63])(=[O:64])[CH3:65].[C:67]([O-:68])(=[O:69])[CH3:70].[CH3:21][CH2:22][N:23]([CH2:24][CH3:25])[CH2:26][CH3:27].[CH:1]1([CH2:6][c:7]2[c:8]([O:13][S:14]([C:15]([F:16])([F:17])[F:18])(=[O:19])=[O:20])[n:9][cH:10][cH:11][cH:12]2)[CH2:2][CH:3]=[CH:4][CH2:5]1.[O:57]=[CH:58][N:59]([CH3:60])[CH3:61].[Pd+2:66].[c:28]1([P:29]([c:30]2[cH:31][cH:32][cH:33][cH:34][cH:35]2)[CH2:36][CH2:37][CH2:38][P:39]([c:40]2[cH:41][cH:42][cH:43][cH:44][cH:45]2)[c:46]2[cH:47][cH:48][cH:49][cH:50][cH:51]2)[cH:52][cH:53][cH:54][cH:55][cH:56]1>>[CH:1]12[CH:2]=[CH:3][CH:4]([CH2:5]1)[c:8]1[c:7]([cH:12][cH:11][cH:10][n:9]1)[CH2:6]2

Participants

7

Reactant 6

HCID 175Acetate2×HCID 6228DimethylformamideHCID 8471TriethylamineHCID 812191,3-Bis(diphenylphosphino)propaneHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 598378582-(Trifluoromethylsulfonyloxy)-3-(3-cyclopentenylmethyl)pyridine

Product 1

HCID 688081066,9-Dihydro-5H-6,9-methanocyclohepta[b]pyridine

Sources & evidence

ORD record
ord-c85d6088f64a4496aea2c8921f73910e
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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