Dearomatising rearrangements of lithiated thiophenecarboxamides

Jonathan Clayden; Rachel Turnbull; Madeleine Helliwell; Ivan Pinto

doi:10.1039/b409150g

Dearomatising rearrangements of lithiated thiophenecarboxamides

Jonathan Clayden^*, Rachel Turnbull, Madeleine Helliwell, Ivan Pinto

^*Corresponding author for this work

School of Chemistry

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

23 Citations (Scopus)

Abstract

Thiophene-3-carboxamides bearing allyl or benzyl substituents at nitrogen undergo dearomatising cyclisation on treatment with LDA. Rearrangements transform the dearomatised products into pyrrolinones, azepinones or partially saturated azepinothiophenes.

Original language	English
Pages (from-to)	2430-2431
Number of pages	2
Journal	Chemical Communications
Volume	10
Issue number	21
Early online date	22 Sept 2004
DOIs	https://doi.org/10.1039/b409150g
Publication status	Published - 7 Nov 2004

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title = "Dearomatising rearrangements of lithiated thiophenecarboxamides",

abstract = "Thiophene-3-carboxamides bearing allyl or benzyl substituents at nitrogen undergo dearomatising cyclisation on treatment with LDA. Rearrangements transform the dearomatised products into pyrrolinones, azepinones or partially saturated azepinothiophenes.",

author = "Jonathan Clayden and Rachel Turnbull and Madeleine Helliwell and Ivan Pinto",

year = "2004",

month = nov,

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doi = "10.1039/b409150g",

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journal = "Chemical Communications",

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T1 - Dearomatising rearrangements of lithiated thiophenecarboxamides

AU - Clayden, Jonathan

AU - Turnbull, Rachel

AU - Helliwell, Madeleine

AU - Pinto, Ivan

PY - 2004/11/7

Y1 - 2004/11/7

N2 - Thiophene-3-carboxamides bearing allyl or benzyl substituents at nitrogen undergo dearomatising cyclisation on treatment with LDA. Rearrangements transform the dearomatised products into pyrrolinones, azepinones or partially saturated azepinothiophenes.

AB - Thiophene-3-carboxamides bearing allyl or benzyl substituents at nitrogen undergo dearomatising cyclisation on treatment with LDA. Rearrangements transform the dearomatised products into pyrrolinones, azepinones or partially saturated azepinothiophenes.

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U2 - 10.1039/b409150g

DO - 10.1039/b409150g

M3 - Article (Academic Journal)

C2 - 15514800

AN - SCOPUS:9444275481

SN - 1359-7345

VL - 10

SP - 2430

EP - 2431

JO - Chemical Communications

JF - Chemical Communications

IS - 21

ER -

Dearomatising rearrangements of lithiated thiophenecarboxamides

Abstract

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