Synthesis of Highly Substituted Pyrroles via Nucleophilic Catalysis.

Ngwerume, Simbarashe and Camp, Jason (2010) Synthesis of Highly Substituted Pyrroles via Nucleophilic Catalysis. Journal of Organic Chemistry, 75 (18). pp. 6271-6274. ISSN 0022-3263

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Abstract

A nucleophilic catalysis method providing a concise synthesis of di-, tri-, and tetrasubstituted pyrroles is described. This regioselective one-pot method relies on nucleophilic catalysis of the intermol. addn. of oximes to activated alkynes and thermal rearrangement of the in situ generated O-vinyl oximes to form pyrroles that contain a functional group handle at the C3/C4 position. [on SciFinder(R)]

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https://eprints.hud.ac.uk/id/eprint/22277

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https://eprints.hud.ac.uk/id/eprint/22277

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https://eprints.hud.ac.uk/id/eprint/22277

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https://eprints.hud.ac.uk/id/eprint/22277

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https://eprints.hud.ac.uk/id/eprint/22277

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https://eprints.hud.ac.uk/id/eprint/22277

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https://eprints.hud.ac.uk/id/eprint/22277

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https://eprints.hud.ac.uk/id/eprint/22277

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https://eprints.hud.ac.uk/id/eprint/22277

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https://eprints.hud.ac.uk/id/eprint/22277

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https://eprints.hud.ac.uk/id/eprint/22277

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https://eprints.hud.ac.uk/id/eprint/22277

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https://eprints.hud.ac.uk/id/eprint/22277

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https://eprints.hud.ac.uk/id/eprint/22277

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https://eprints.hud.ac.uk/id/eprint/22277

Title:

Synthesis of Highly Substituted Pyrroles via Nucleophilic Catalysis.

Creators:

Ngwerume, Simbarashe and Camp, Jason

Identification Number:

10.1021/jo1011448

Official URL:

http://dx.doi.org/10.1021/jo1011448

Date:

August 2010

Subjects:

Q Science > Q Science (General)
Q Science > QD Chemistry

Schools:

School of Applied Sciences

Additional Information:

Unmapped bibliographic data: PY - 2010/// [EPrints field already has value set] M3 - 10.1021/jo1011448 [Field not mapped to EPrints] JA - J. Org. Chem. [Field not mapped to EPrints]

Uncontrolled Keywords:

oxime stereoselective prepn, ketone hydroxyamine hydrochloride diastereoselective condensation, pyrrole prepn, alkyne oxime regioselective intermol addn nucleophilic catalysis, vinyl oxime thermal rearrangement microwave irradn

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Article

Depositing User:

Sara Taylor

Date Deposited:

13 Nov 2014 16:46

Revision:

Last Modified:

28 Aug 2021 11:43

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