Acetate → 4-Methylene-3,4-dihydro-2H-pyrano[3,2-b]pyridine

HRID 202052

Reaction equation

[Br:1][c:2]1[n:3][cH:4][cH:5][cH:6][c:7]1[O:8][CH2:9][CH2:10][CH:11]=[CH2:12].[C:48]([O-:49])(=[O:50])[CH3:51].[C:53]([O-:54])(=[O:55])[CH3:56].[CH2:39]([N+:40]([CH2:41][CH3:42])([CH2:43][CH3:44])[CH2:45][CH3:46])[CH3:47].[CH3:33][C:34](=[O:35])[O-:36].[Cl-:38].[K+:32].[OH2:37].[Pd+2:52].[c:13]1([P:14]([c:15]2[cH:16][cH:17][cH:18][cH:19][cH:20]2)[c:21]2[cH:22][cH:23][cH:24][cH:25][cH:26]2)[cH:27][cH:28][cH:29][cH:30][cH:31]1>>[c:2]12[n:3][cH:4][cH:5][cH:6][c:7]1[O:8][CH2:9][CH2:10][C:11]2=[CH2:12]

Participants

Reactant 8

HCID 175Acetate3×

HCID 312Chloride

HCID 813Potassium Cation

HCID 962Water

HCID 5413Tetraethylammonium

HCID 11776Triphenylphosphine

HCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)

HCID 220185632-Bromo-3-(but-3-en-1-yloxy)pyridine

Product 1

HCID 220186834-Methylene-3,4-dihydro-2H-pyrano[3,2-b]pyridine

Sources & evidence

ORD record: ord-b6f6914b8bb34eef8c9bf7c19314abcd
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (6/10)
DOI: 10.1039/C8SC04228D

Linked notes

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