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HERO ID
5073822
Reference Type
Journal Article
Title
Phosphine-Free NNN-Manganese Complex Catalyzed alpha-Alkylation of Ketones with Primary Alcohols and Friedlander Quinoline Synthesis
Author(s)
Barman, MK; Jana, A; Maji, B
Year
2018
Is Peer Reviewed?
1
Journal
Advanced Synthesis & Catalysis
ISSN:
1615-4150
EISSN:
1615-4169
Volume
360
Issue
17
Page Numbers
3233-3238
DOI
10.1002/adsc.201800380
Web of Science Id
WOS:000443377800005
Abstract
Herein, we report a very simple and inexpensive catalytic system based on Earth's abundant transition metal manganese and on a bench-stable phosphine-free NNN-pincer ligand for an atom-efficient alpha-alkylations of ketones with primary alcohols via hydrogen-autotransfer C-C bond formation protocol. The precatalyst could be generated insitu and could be activated by using catalytic amount of base under milder conditions. A range of ketones were efficiently diversified with a broad range of primary alcohols in good to excellent isolated yields. Remarkably, this catalyst could also be employed for the synthesis of quinoline derivatives using 2-aminobenzyl alcohol as an alkylating agent. The later reaction is highly benign producing only hydrogen and water as byproducts.
Keywords
Alkylation; Manganese catalysts; Hydrogen-autotransfer; Friedlander reaction; NNN-pincer
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