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Cyclohexene → 4-{[(S)-6-methylphenanthridin-5(6H)-yl]sulfonyl}phenol

HRID 2224626
Notes
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Reaction equation

HRID 2224626 reaction equation
F[C:2]1[CH:3]=[C:4]2[C:13](=[CH:14][CH:15]=1)[C:12]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[N:6]([S:16]([C:19]1[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][CH:20]=1)(=[O:18])=[O:17])[C@H:5]2[CH3:26].B(Br)(Br)Br.C1CCCCC=1>>[CH3:26][C@H:5]1[C:4]2[C:13](=[CH:14][CH:15]=[CH:2][CH:3]=2)[C:12]2[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=2[N:6]1[S:16]([C:19]1[CH:20]=[CH:21][C:22]([OH:25])=[CH:23][CH:24]=1)(=[O:18])=[O:17]
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 8079CyclohexeneHCID 25134Boron tribromideHCID 104742374-{[(S)-8-fluoro-6-methylphenanthridin-5(6H)-yl]sulfonyl}phenol

Product 1

HCID 104505944-{[(S)-6-methylphenanthridin-5(6H)-yl]sulfonyl}phenol

Procedure

The title compound was prepared in the same manner as 4-[(S)-8-fluoro-6-methyl-6H-phenanthridine-5-sulfonyl]-phenol (example 8) using boron tribromide (1 M solution in dichloromethane) and cyclohexene.

Sources & evidence

ORD record
ord-e3bc28bd465c4dbb8a79d1f7b01de72f
Source dataset
uspto-grants-2008_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07378427B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes