Synthesis of 2,4,6-trisubstituted pyridines via an olefin cross-metathesis/Heck-cyclisation-elimination sequence

Timothy J. Donohoe; John F. Bower; David B. Baker; José A. Basutto; Louis K M Chan; Peter Gallagher

doi:10.1039/c1cc14257g

Synthesis of 2,4,6-trisubstituted pyridines via an olefin cross-metathesis/Heck-cyclisation-elimination sequence

Timothy J. Donohoe^*, John F. Bower, David B. Baker, José A. Basutto, Louis K M Chan, Peter Gallagher

^*Corresponding author for this work

School of Chemistry

Research output: Contribution to journal › Article (Academic Journal) › peer-review

36 Citations (Scopus)

Abstract

Heck reactions were performed on α,β-unsaturated-δ- sulfonamido intermediates, derived from cross metathesis, to allow the instalment of substituents at the β position. Subsequent one-pot cyclisation/elimination provides an operationally simple, catalytic and convergent synthesis of 2,4,6-trisubstituted pyridines.

Original language	English
Pages (from-to)	10611-10613
Number of pages	3
Journal	Chemical Communications
Volume	47
Issue number	38
DOIs	https://doi.org/10.1039/c1cc14257g
Publication status	Published - 14 Oct 2011

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title = "Synthesis of 2,4,6-trisubstituted pyridines via an olefin cross-metathesis/Heck-cyclisation-elimination sequence",

abstract = "Heck reactions were performed on α,β-unsaturated-δ- sulfonamido intermediates, derived from cross metathesis, to allow the instalment of substituents at the β position. Subsequent one-pot cyclisation/elimination provides an operationally simple, catalytic and convergent synthesis of 2,4,6-trisubstituted pyridines.",

author = "Donohoe, {Timothy J.} and Bower, {John F.} and Baker, {David B.} and Basutto, {Jos{\'e} A.} and Chan, {Louis K M} and Peter Gallagher",

year = "2011",

month = oct,

day = "14",

doi = "10.1039/c1cc14257g",

language = "English",

volume = "47",

pages = "10611--10613",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "38",

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TY - JOUR

T1 - Synthesis of 2,4,6-trisubstituted pyridines via an olefin cross-metathesis/Heck-cyclisation-elimination sequence

AU - Donohoe, Timothy J.

AU - Bower, John F.

AU - Baker, David B.

AU - Basutto, José A.

AU - Chan, Louis K M

AU - Gallagher, Peter

PY - 2011/10/14

Y1 - 2011/10/14

N2 - Heck reactions were performed on α,β-unsaturated-δ- sulfonamido intermediates, derived from cross metathesis, to allow the instalment of substituents at the β position. Subsequent one-pot cyclisation/elimination provides an operationally simple, catalytic and convergent synthesis of 2,4,6-trisubstituted pyridines.

AB - Heck reactions were performed on α,β-unsaturated-δ- sulfonamido intermediates, derived from cross metathesis, to allow the instalment of substituents at the β position. Subsequent one-pot cyclisation/elimination provides an operationally simple, catalytic and convergent synthesis of 2,4,6-trisubstituted pyridines.

UR - http://www.scopus.com/inward/record.url?scp=80052947788&partnerID=8YFLogxK

U2 - 10.1039/c1cc14257g

DO - 10.1039/c1cc14257g

M3 - Article (Academic Journal)

C2 - 21870019

AN - SCOPUS:80052947788

SN - 1359-7345

VL - 47

SP - 10611

EP - 10613

JO - Chemical Communications

JF - Chemical Communications

IS - 38

ER -

Synthesis of 2,4,6-trisubstituted pyridines via an olefin cross-metathesis/Heck-cyclisation-elimination sequence

Abstract

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