Diethyl Ether → 4'-bromo-5,6-dihydro-2H-spiro[benzofuro[6,5-b]furan-3,3'-indolin]-2'-one

HRID 689970Notes

Reaction equation

HRID 689970 reaction equation
[Br:1][c:2]1[c:3]2[c:7]([cH:8][cH:9][cH:10]1)[NH:6][C:5](=[O:11])[C:4]2([CH2:12][OH:13])[c:14]1[c:15]([OH:23])[cH:16][c:17]2[c:18]([cH:22]1)[CH2:19][CH2:20][O:21]2.[CH2:24]([P:25]([CH2:26][CH2:27][CH2:28][CH3:29])[CH2:30][CH2:31][CH2:32][CH3:33])[CH2:34][CH2:35][CH3:36].[CH3:53][CH2:54][O:55][CH2:56][CH3:57].[CH3:58][CH2:59][O:60][C:61](=[O:62])[CH3:63].[N:37]([C:38]([O:39][C:40]([CH3:41])([CH3:42])[CH3:43])=[O:44])=[N:45][C:46]([O:47][C:48]([CH3:49])([CH3:50])[CH3:51])=[O:52]>>[Br:1][c:2]1[c:3]2[c:7]([cH:8][cH:9][cH:10]1)[NH:6][C:5](=[O:11])[C:4]21[CH2:12][O:13][c:15]2[c:14]1[cH:22][c:18]1[c:17]([cH:16]2)[O:21][CH2:20][CH2:19]1

Participants

6

Reactant 5

HCID 3283Diethyl EtherHCID 8857Ethyl AcetateHCID 13831TributylphosphineHCID 97268Di-tert-butyl azodicarboxylateHCID 588724384-Bromo-3-(6-hydroxy-2,3-dihydrobenzofuran-5-yl)-3-(hydroxymethyl)indolin-2-one

Product 1

HCID 592634884'-bromo-5,6-dihydro-2H-spiro[benzofuro[6,5-b]furan-3,3'-indolin]-2'-one

Sources & evidence

ORD record
ord-6eb5225d8c2b4270987318e5afcd8fa9
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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