B(3,4,5-F3H2C6)3 Lewis acid-catalysed C3-allylation of indoles

Nusaybah Alotaibi; Rasool Babaahmadi; Milan Pramanik; Tanja Kaehler; Ayan Dasgupta; Emma Richards; Alireza Ariafard; Thomas Wirth; Rebecca L. Melen

doi:10.1039/d3dt00745f

B(3,4,5-F₃H₂C₆)₃ Lewis acid-catalysed C3-allylation of indoles

Nusaybah Alotaibi
, Rasool Babaahmadi
, Milan Pramanik
, Tanja Kaehler
, Ayan Dasgupta
, Emma Richards
, Alireza Ariafard
, Thomas Wirth
, Rebecca L. Melen^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

4 Citations (Scopus)

Abstract

Herein we report the B(3,4,5-F₃H₂C₆)₃-catalysed C3-allylation of indoles using allylic esters. 25 examples of C3-allylated products are presented in up to 97% yield. The mechanism for the reaction was explored using detailed Density Functional Theory (DFT) studies.

Original language	English
Pages (from-to)	5039-5043
Number of pages	5
Journal	Dalton Transactions
Volume	52
Issue number	16
DOIs	https://doi.org/10.1039/d3dt00745f
Publication status	Published - 11 Apr 2023
Externally published	Yes

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10.1039/d3dt00745fLicence: CC BY

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title = "B(3,4,5-F3H2C6)3 Lewis acid-catalysed C3-allylation of indoles",

abstract = "Herein we report the B(3,4,5-F3H2C6)3-catalysed C3-allylation of indoles using allylic esters. 25 examples of C3-allylated products are presented in up to 97\% yield. The mechanism for the reaction was explored using detailed Density Functional Theory (DFT) studies.",

author = "Nusaybah Alotaibi and Rasool Babaahmadi and Milan Pramanik and Tanja Kaehler and Ayan Dasgupta and Emma Richards and Alireza Ariafard and Thomas Wirth and Melen, \{Rebecca L.\}",

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T1 - B(3,4,5-F3H2C6)3 Lewis acid-catalysed C3-allylation of indoles

AU - Alotaibi, Nusaybah

AU - Babaahmadi, Rasool

AU - Pramanik, Milan

AU - Kaehler, Tanja

AU - Dasgupta, Ayan

AU - Richards, Emma

AU - Ariafard, Alireza

AU - Wirth, Thomas

AU - Melen, Rebecca L.

PY - 2023/4/11

Y1 - 2023/4/11

N2 - Herein we report the B(3,4,5-F3H2C6)3-catalysed C3-allylation of indoles using allylic esters. 25 examples of C3-allylated products are presented in up to 97% yield. The mechanism for the reaction was explored using detailed Density Functional Theory (DFT) studies.

AB - Herein we report the B(3,4,5-F3H2C6)3-catalysed C3-allylation of indoles using allylic esters. 25 examples of C3-allylated products are presented in up to 97% yield. The mechanism for the reaction was explored using detailed Density Functional Theory (DFT) studies.

UR - https://www.scopus.com/pages/publications/85153532409

U2 - 10.1039/d3dt00745f

DO - 10.1039/d3dt00745f

M3 - Article

C2 - 37063050

AN - SCOPUS:85153532409

SN - 1477-9226

VL - 52

SP - 5039

EP - 5043

JO - Dalton Transactions

JF - Dalton Transactions

IS - 16

ER -

B(3,4,5-F₃H₂C₆)₃ Lewis acid-catalysed C3-allylation of indoles

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