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Tetrahydrofuran → 8-Cyclopropyl-6-trimethylsilanylethynyl-2,2,4,4-tetramethyl chroman

HRID 832200
Notes
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Reaction equation

HRID 832200 reaction equation
[Br:1][c:2]1[cH:3][c:4]2[c:9]([c:10]([CH:12]3[CH2:13][CH2:14]3)[cH:11]1)[O:8][C:7]([CH3:15])([CH3:16])[CH2:6][C:5]2([CH3:17])[CH3:18].[CH2:25]([N:26]([CH2:27][CH3:28])[CH2:29][CH3:30])[CH3:31].[CH3:19][Si:20]([CH3:21])([CH3:22])[C:23]#[CH:24].[Cu:32][I:33].[O:75]1[CH2:76][CH2:77][CH2:78][CH2:79]1.[Pd:34]([Cl:35])[Cl:36].[c:37]1([P:38]([c:39]2[cH:40][cH:41][cH:42][cH:43][cH:44]2)[c:45]2[cH:46][cH:47][cH:48][cH:49][cH:50]2)[cH:51][cH:52][cH:53][cH:54][cH:55]1.[c:56]1([P:57]([c:58]2[cH:59][cH:60][cH:61][cH:62][cH:63]2)[c:64]2[cH:65][cH:66][cH:67][cH:68][cH:69]2)[cH:70][cH:71][cH:72][cH:73][cH:74]1>>[c:2]1([C:24]#[C:23][Si:20]([CH3:19])([CH3:21])[CH3:22])[cH:3][c:4]2[c:9]([c:10]([CH:12]3[CH2:13][CH2:14]3)[cH:11]1)[O:8][C:7]([CH3:15])([CH3:16])[CH2:6][C:5]2([CH3:17])[CH3:18]
ParticipantsSources & evidenceReaction notes

Participants

8

Reactant 7

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 66111Trimethylsilylacetylene
HCID 18177966
6-Bromo-8-cyclopropyl-2,2,4,4-tetramethyl chroman

Product 1

HCID 187197898-Cyclopropyl-6-trimethylsilanylethynyl-2,2,4,4-tetramethyl chroman

Sources & evidence

ORD record
ord-f6cf8b647f144dc0b2c68ee16348eac7
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D
DOI
10.1039/C8SC04228D

Reaction notes

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On this pageParticipantsSources & evidenceReaction notes