Tetrahydrofuran → 2-Fluoro-4(2,2,4,4-tetramethyl-chroman-6yl-ethynyl)-benzoic acid methyl ester
Reaction equation
[C:1](#[CH:2])[c:3]1[cH:4][c:5]2[c:10]([cH:11][cH:12]1)[O:9][C:8]([CH3:13])([CH3:14])[CH2:7][C:6]2([CH3:15])[CH3:16].[CH2:29]([N:30]([CH2:31][CH3:32])[CH2:33][CH3:34])[CH3:35].[CH3:17][O:18][C:19]([c:20]1[c:21]([F:27])[cH:22][c:23]([I:26])[cH:24][cH:25]1)=[O:28].[CH3:41][CH2:42][CH2:43][CH2:44][CH2:45][CH3:46].[CH3:90][CH2:91][O:92][C:93](=[O:94])[CH3:95].[Cu:47][I:48].[O:36]1[CH2:37][CH2:38][CH2:39][CH2:40]1.[Pd:49]([Cl:50])[Cl:51].[c:52]1([P:53]([c:54]2[cH:55][cH:56][cH:57][cH:58][cH:59]2)[c:60]2[cH:61][cH:62][cH:63][cH:64][cH:65]2)[cH:66][cH:67][cH:68][cH:69][cH:70]1.[c:71]1([P:72]([c:73]2[cH:74][cH:75][cH:76][cH:77][cH:78]2)[c:79]2[cH:80][cH:81][cH:82][cH:83][cH:84]2)[cH:85][cH:86][cH:87][cH:88][cH:89]1>>[C:1](#[C:2][c:23]1[cH:22][c:21]([F:27])[c:20]([C:19]([O:18][CH3:17])=[O:28])[cH:25][cH:24]1)[c:3]1[cH:4][c:5]2[c:10]([cH:11][cH:12]1)[O:9][C:8]([CH3:13])([CH3:14])[CH2:7][C:6]2([CH3:15])[CH3:16]Participants
10
Reactant 9
HCID 8028Tetrahydrofuran
HCID 8058Hexane
HCID 8471Triethylamine
HCID 8857Ethyl Acetate
HCID 11776Triphenylphosphine2×
HCID 24290Palladium Chloride
HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)
HCID 156611382,2,4,4-Tetramethyl-6-ethynylchroman
HCID 22568800Methyl 2-fluoro-4-iodobenzoateProduct 1
Sources & evidence
- ORD record
- ord-61e649b4265746629d02325028737b71
- Source dataset
- Test data from https://doi.org/10.1039/C8SC04228D
Reaction notes
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