1,2,3,4-Tetrahydro-cyclopenta(b)indole → 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydrocyclopenta[b]indole

HRID 1490586Notes

Reaction equation

HRID 1490586 reaction equation
c1ccc2c3c([nH]c2c1)CCC3>C1=CCCC=CCC1.C1=CCCC=CCC1.CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.CC1(C)OBOC1(C)C.CCCCCC.C[OH2+].C[OH2+].[Ir].[Ir]>CC1(C)OB(c2cccc3c4c([nH]c23)CCC4)OC1(C)C

Participants

6

Reactant 1

HCID 2703051,2,3,4-Tetrahydro-cyclopenta(b)indole

Product 1

HCID 249609615-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydrocyclopenta[b]indoleYield 45%

Reagents, catalysts & solvents 4

HCID 27347684,4,5,5-Tetramethyl[1,3,2]dioxaborolaneReagentHCID 42491874,4'-Di-tert-butyl-2,2'-bipyridylReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 8058HexaneSolvent

Conditions

Temperature
60 °C

Sources & evidence

ORD record
ord-c58b3acd07894343af6c05ce3f348d5b
Source dataset
Borylation dataset from Roche

Reaction notes

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