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1-(2,3-dihydro-1H-cyclopenta[b]indol-4-yl)-2,2-dimethylpropan-1-one → 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydrocyclopenta[b]indole

HRID 1491177
Notes
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Reaction equation

HRID 1491177 reaction equation
CC(C)(C)C(=O)n1c2c(c3ccccc31)CCC2>BrB(Br)Br.CC(C)(O)C(C)(C)O>CC1(C)OB(c2cccc3c4c([nH]c23)CCC4)OC1(C)C
ParticipantsConditionsSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 1556792911-(2,3-dihydro-1H-cyclopenta[b]indol-4-yl)-2,2-dimethylpropan-1-one

Product 1

HCID 249609615-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,4-tetrahydrocyclopenta[b]indoleYield 44%

Reagents, catalysts & solvents 2

HCID 6425PinacolReagentHCID 25134Boron tribromideReagent

Conditions

Temperature
25 °C

Sources & evidence

ORD record
ord-37e68c57146b4c898b4bdc675c722c6d
Source dataset
Borylation dataset from Roche
DOI
10.1002/anie.201909786

Reaction notes

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On this pageParticipantsConditionsSources & evidenceReaction notes