Contra-Friedel-Crafts tert-butylation of substituted aromatic rings via directed metallation and sulfinylation

Jonathan Clayden; Christopher C. Stimson; Martine Keenan

doi:10.1039/b600181e

Contra-Friedel-Crafts tert-butylation of substituted aromatic rings via directed metallation and sulfinylation

Jonathan Clayden
, Christopher C. Stimson
, Martine Keenan

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

Abstract

Directed metallation and sulfinylation yields sulfoxides which undergo ipso nucleophilic aromatic substitution with tertiary and secondary alkyllithiums, giving aromatic rings bearing alkyl groups generally incompatible with directed metallation methods and with regioselectivity complementary with classical Friedel-Crafts substitution. © The Royal Society of Chemistry 2006.

Original language	English
Pages (from-to)	1393-1394
Number of pages	1
Journal	Chemical Communications
Issue number	13
DOIs	https://doi.org/10.1039/b600181e
Publication status	Published - 2006

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title = "Contra-Friedel-Crafts tert-butylation of substituted aromatic rings via directed metallation and sulfinylation",

abstract = "Directed metallation and sulfinylation yields sulfoxides which undergo ipso nucleophilic aromatic substitution with tertiary and secondary alkyllithiums, giving aromatic rings bearing alkyl groups generally incompatible with directed metallation methods and with regioselectivity complementary with classical Friedel-Crafts substitution. {\textcopyright} The Royal Society of Chemistry 2006.",

author = "Jonathan Clayden and Stimson, \{Christopher C.\} and Martine Keenan",

year = "2006",

doi = "10.1039/b600181e",

language = "English",

pages = "1393--1394",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "13",

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TY - JOUR

T1 - Contra-Friedel-Crafts tert-butylation of substituted aromatic rings via directed metallation and sulfinylation

AU - Clayden, Jonathan

AU - Stimson, Christopher C.

AU - Keenan, Martine

PY - 2006

Y1 - 2006

N2 - Directed metallation and sulfinylation yields sulfoxides which undergo ipso nucleophilic aromatic substitution with tertiary and secondary alkyllithiums, giving aromatic rings bearing alkyl groups generally incompatible with directed metallation methods and with regioselectivity complementary with classical Friedel-Crafts substitution. © The Royal Society of Chemistry 2006.

AB - Directed metallation and sulfinylation yields sulfoxides which undergo ipso nucleophilic aromatic substitution with tertiary and secondary alkyllithiums, giving aromatic rings bearing alkyl groups generally incompatible with directed metallation methods and with regioselectivity complementary with classical Friedel-Crafts substitution. © The Royal Society of Chemistry 2006.

U2 - 10.1039/b600181e

DO - 10.1039/b600181e

M3 - Article

SN - 1359-7345

SP - 1393

EP - 1394

JO - Chemical Communications

JF - Chemical Communications

IS - 13

ER -

Contra-Friedel-Crafts tert-butylation of substituted aromatic rings via directed metallation and sulfinylation

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