Intramolecular direct C-H bond arylation from aryl chlorides: A transition-metal-free approach for facile access of phenanthridines

Yinuo Wu; Shun Man Wong; Fei Mao; Tek Long Chan; Fuk Yee Kwong

doi:10.1021/ol302489n

Intramolecular direct C-H bond arylation from aryl chlorides: A transition-metal-free approach for facile access of phenanthridines

Yinuo Wu, Shun Man Wong, Fei Mao, Tek Long Chan, Fuk Yee Kwong

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

133 Citations (Scopus)

Abstract

A C-H arylation with aryl chloride is made viable through a transition-metal-free approach. In the presence of a simple diol associating with KOt-Bu, various phenanthridine derivatives can be conveniently accessed. In particular, only 10 mol % of simple and inexpensive ethylene glycol is required for this protocol. These results represent the first general examples of aryl chloride/C-H coupling under transition-metal-free conditions.

Original language	English
Pages (from-to)	5306-5309
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	20
DOIs	https://doi.org/10.1021/ol302489n
Publication status	Published - 19 Oct 2012
Externally published	Yes

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10.1021/ol302489n

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abstract = "A C-H arylation with aryl chloride is made viable through a transition-metal-free approach. In the presence of a simple diol associating with KOt-Bu, various phenanthridine derivatives can be conveniently accessed. In particular, only 10 mol % of simple and inexpensive ethylene glycol is required for this protocol. These results represent the first general examples of aryl chloride/C-H coupling under transition-metal-free conditions.",

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AU - Wong, Shun Man

AU - Mao, Fei

AU - Chan, Tek Long

AU - Kwong, Fuk Yee

PY - 2012/10/19

Y1 - 2012/10/19

N2 - A C-H arylation with aryl chloride is made viable through a transition-metal-free approach. In the presence of a simple diol associating with KOt-Bu, various phenanthridine derivatives can be conveniently accessed. In particular, only 10 mol % of simple and inexpensive ethylene glycol is required for this protocol. These results represent the first general examples of aryl chloride/C-H coupling under transition-metal-free conditions.

AB - A C-H arylation with aryl chloride is made viable through a transition-metal-free approach. In the presence of a simple diol associating with KOt-Bu, various phenanthridine derivatives can be conveniently accessed. In particular, only 10 mol % of simple and inexpensive ethylene glycol is required for this protocol. These results represent the first general examples of aryl chloride/C-H coupling under transition-metal-free conditions.

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JO - Organic Letters

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Intramolecular direct C-H bond arylation from aryl chlorides: A transition-metal-free approach for facile access of phenanthridines

Abstract

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