Doubly dearomatising intramolecular coupling of a nucleophilic and an electrophilic heterocycle

Heloise Brice; Jonathan Clayden

doi:10.1039/b901558b

Doubly dearomatising intramolecular coupling of a nucleophilic and an electrophilic heterocycle

Heloise Brice, Jonathan Clayden^*

^*Corresponding author for this work

School of Chemistry

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

20 Citations (Scopus)

Abstract

Isonicotinamides carrying N-furanylmethyl, N-pyrrolylalkyl or N-thiophenylmethyl substituents at nitrogen undergo cyclisation induced by an electrophile, giving spirocyclic compounds or doubly spirocyclic compounds in which both the nucleophilic and electrophilic heterocycles are dearomatised.

Original language	English
Pages (from-to)	1964-1966
Number of pages	3
Journal	Chemical Communications
Issue number	15
Early online date	12 Mar 2009
DOIs	https://doi.org/10.1039/b901558b
Publication status	Published - 21 Apr 2009

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title = "Doubly dearomatising intramolecular coupling of a nucleophilic and an electrophilic heterocycle",

abstract = "Isonicotinamides carrying N-furanylmethyl, N-pyrrolylalkyl or N-thiophenylmethyl substituents at nitrogen undergo cyclisation induced by an electrophile, giving spirocyclic compounds or doubly spirocyclic compounds in which both the nucleophilic and electrophilic heterocycles are dearomatised.",

author = "Heloise Brice and Jonathan Clayden",

year = "2009",

month = apr,

day = "21",

doi = "10.1039/b901558b",

language = "English",

pages = "1964--1966",

journal = "Chemical Communications",

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T1 - Doubly dearomatising intramolecular coupling of a nucleophilic and an electrophilic heterocycle

AU - Brice, Heloise

AU - Clayden, Jonathan

PY - 2009/4/21

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N2 - Isonicotinamides carrying N-furanylmethyl, N-pyrrolylalkyl or N-thiophenylmethyl substituents at nitrogen undergo cyclisation induced by an electrophile, giving spirocyclic compounds or doubly spirocyclic compounds in which both the nucleophilic and electrophilic heterocycles are dearomatised.

AB - Isonicotinamides carrying N-furanylmethyl, N-pyrrolylalkyl or N-thiophenylmethyl substituents at nitrogen undergo cyclisation induced by an electrophile, giving spirocyclic compounds or doubly spirocyclic compounds in which both the nucleophilic and electrophilic heterocycles are dearomatised.

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U2 - 10.1039/b901558b

DO - 10.1039/b901558b

M3 - Article (Academic Journal)

C2 - 19333458

AN - SCOPUS:63849213807

SP - 1964

EP - 1966

JO - Chemical Communications

JF - Chemical Communications

SN - 1359-7345

IS - 15

ER -

Doubly dearomatising intramolecular coupling of a nucleophilic and an electrophilic heterocycle

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