Boron-Assisted Cobalt-Catalyzed C-H Methylation Using CO2 and H2.
Org Lett
; 25(39): 7100-7104, 2023 Oct 06.
Article
in En
| MEDLINE
| ID: mdl-37767977
ABSTRACT
C-H methylation of heteroarenes (e.g., indoles, pyrroles, etc.) is frequently applied in the synthesis of drug/biorelated compounds. We herein report the use of CO2/H2 as a methylation reagent for selective C-H methylation of indoles and pyrroles in the presence of cobalt/B(C6F5)3 cocatalysts. The Lewis acidic additive B(C6F5)3 is essential to achieving good reactivity for a broad scope of substituted indoles and pyrroles (20 examples, up to 92% yields). The C-H methylation is accomplished via the CO2 reduction/C-C bond formation/reduction sequence. Water is the only byproduct. This system based on the use of non-noble metal catalysts features an environmentally benign alternative for C-H methylation.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Language:
En
Journal:
Org Lett
Journal subject:
BIOQUIMICA
Year:
2023
Document type:
Article
Publication country:
EEUU
/
ESTADOS UNIDOS
/
ESTADOS UNIDOS DA AMERICA
/
EUA
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UNITED STATES
/
UNITED STATES OF AMERICA
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US
/
USA