Dimethyl Sulfoxide → tert-butyl 5-oxo-octahydro-1H-isoindole-2-carboxylate

Reaction equation

[C:11]([CH3:12])([CH3:13])([CH3:14])[O:15][C:16](=[O:17])[N:18]1[CH2:19][CH:20]2[CH2:21][CH2:22][CH:23]([OH:27])[CH2:24][CH:25]2[CH2:26]1.[CH3:28][CH2:29][N:30]([CH2:31][CH3:32])[CH2:33][CH3:34].[CH3:7][S:8](=[O:9])[CH3:10].[Cl:1][C:2]([C:3]([Cl:4])=[O:5])=[O:6].[Cl:35][CH2:36][Cl:37]>>[C:11]([CH3:12])([CH3:13])([CH3:14])[O:15][C:16](=[O:17])[N:18]1[CH2:19][CH:20]2[CH2:21][CH2:22][C:23](=[O:27])[CH2:24][CH:25]2[CH2:26]1

Participants

Reactant 5

HCID 679Dimethyl Sulfoxide

HCID 6344Dichloromethane

HCID 8471Triethylamine

HCID 65578Oxalyl chloride

HCID 186703241,1-Dimethylethyl octahydro-5-hydroxy-2H-isoindole-2-carboxylate

Product 1

HCID 18670457tert-butyl 5-oxo-octahydro-1H-isoindole-2-carboxylate

Sources & evidence

ORD record: ord-456295f769b64f85a0a0047fc0db8bb4
Source dataset: Training data from https://doi.org/10.1039/C8SC04228D (3/10)
DOI: 10.1039/C8SC04228D

Reaction notes

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