Tetrahydrofuran → 8-Cyclopropyl-4,4-dimethyl-6-(trimethylsilanyl)ethynyl-1-tetralone

HRID 209210Notes

Reaction equation

HRID 209210 reaction equation
[CH2:25]([N:26]([CH2:27][CH3:28])[CH2:29][CH3:30])[CH3:31].[CH3:37][Si:38]([CH3:39])([CH3:40])[C:41]#[CH:42].[CH3:43][CH2:44][CH2:45][CH2:46][CH2:47][CH3:48].[CH3:92][CH2:93][O:94][C:95](=[O:96])[CH3:97].[CH:1]1([c:4]2[cH:5][c:6]([O:17][S:18]([C:19]([F:20])([F:21])[F:22])(=[O:23])=[O:24])[cH:7][c:8]3[c:13]2[C:12](=[O:14])[CH2:11][CH2:10][C:9]3([CH3:15])[CH3:16])[CH2:2][CH2:3]1.[Cu:49][I:50].[O:32]1[CH2:33][CH2:34][CH2:35][CH2:36]1.[Pd:51]([Cl:52])[Cl:53].[c:54]1([P:55]([c:56]2[cH:57][cH:58][cH:59][cH:60][cH:61]2)[c:62]2[cH:63][cH:64][cH:65][cH:66][cH:67]2)[cH:68][cH:69][cH:70][cH:71][cH:72]1.[c:73]1([P:74]([c:75]2[cH:76][cH:77][cH:78][cH:79][cH:80]2)[c:81]2[cH:82][cH:83][cH:84][cH:85][cH:86]2)[cH:87][cH:88][cH:89][cH:90][cH:91]1>>[CH:1]1([c:4]2[cH:5][c:6]([C:42]#[C:41][Si:38]([CH3:37])([CH3:39])[CH3:40])[cH:7][c:8]3[c:13]2[C:12](=[O:14])[CH2:11][CH2:10][C:9]3([CH3:15])[CH3:16])[CH2:2][CH2:3]1

Participants

10

Reactant 9

HCID 8028TetrahydrofuranHCID 8058HexaneHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111TrimethylsilylacetyleneHCID 86600196Trifluoro-methanesulfonic acid 4-cyclopropyl-8,8-dimethyl-5-oxo-5,6,7,8-tetrahydro-naphthalen-2-yl ester

Product 1

HCID 211072428-Cyclopropyl-4,4-dimethyl-6-(trimethylsilanyl)ethynyl-1-tetralone

Sources & evidence

ORD record
ord-422539afaaa8434ea0de7fe8d6e0b4fb
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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