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 1490414Notes

Reaction equation

HRID 1490414 reaction equation
c1ccc2c3c([nH]c2c1)CCC3>C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCOC1.CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.CC1(C)OBOC1(C)C.[Cl-].[Cl-].[Ir].[Ir]>CC1(C)OB(c2cccc3c4c([nH]c23)CCC4)OC1(C)C

Participants

7

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 64%

Reagents, catalysts & solvents 5

HCID 2733548Bis(pinacolato)diboraneReagentHCID 27347684,4,5,5-Tetramethyl[1,3,2]dioxaborolaneReagentHCID 42491874,4'-Di-tert-butyl-2,2'-bipyridylReagentHCID 82923Chloro-1,5-cyclooctadiene-iridium(I) dimerCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Sources & evidence

ORD record
ord-7cee55843e3549639c718d2d4795383a
Source dataset
Borylation dataset from Roche

Reaction notes

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