Tetrahydrofuran → 6-cyano-8-methyl-1H-benzo[d][1,3]oxazine-2,4-dione

HRID 2333418Notes

Reaction equation

HRID 2333418 reaction equation
[CH2:18]1[O:19][CH2:20][CH2:21][CH2:22]1.[Cu:15][C:16]#[N:17].[I:1][c:2]1[cH:3][c:4]2[c:5]([nH:6][c:7](=[O:11])[o:8][c:9]2=[O:10])[c:12]([CH3:14])[cH:13]1.[Pd:23].[c:24]1([P:25]([c:26]2[cH:27][cH:28][cH:29][cH:30][cH:31]2)[c:32]2[cH:33][cH:34][cH:35][cH:36][cH:37]2)[cH:38][cH:39][cH:40][cH:41][cH:42]1.[c:43]1([P:44]([c:45]2[cH:46][cH:47][cH:48][cH:49][cH:50]2)[c:51]2[cH:52][cH:53][cH:54][cH:55][cH:56]2)[cH:57][cH:58][cH:59][cH:60][cH:61]1.[c:62]1([P:63]([c:64]2[cH:65][cH:66][cH:67][cH:68][cH:69]2)[c:70]2[cH:71][cH:72][cH:73][cH:74][cH:75]2)[cH:76][cH:77][cH:78][cH:79][cH:80]1.[c:81]1([P:82]([c:83]2[cH:84][cH:85][cH:86][cH:87][cH:88]2)[c:89]2[cH:90][cH:91][cH:92][cH:93][cH:94]2)[cH:95][cH:96][cH:97][cH:98][cH:99]1>>[c:2]1([C:16]#[N:17])[cH:3][c:4]2[c:5]([nH:6][c:7](=[O:11])[o:8][c:9]2=[O:10])[c:12]([CH3:14])[cH:13]1

Participants

6

Reactant 5

HCID 8028TetrahydrofuranHCID 11776Triphenylphosphine4×HCID 23938PalladiumHCID 111974156-iodo-8-methyl-2,4-dihydro-1H-3,1-benzoxazine-2,4-dioneHCID 178418546HCID 178418546, compound

Product 1

HCID 578871986-cyano-8-methyl-1H-benzo[d][1,3]oxazine-2,4-dione

Sources & evidence

ORD record
ord-6a7d5cb5e994455fb519f0ca970d1702
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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