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Full Paper
A Facile Synthesis of N-Boc-Protected Pyrroles by Cyclodehydration of γ-Amino-α,β-enals and -enones
Article first published online: 12 JUL 2002
DOI: 10.1002/1099-0690(200208)2002:15<2565::AID-EJOC2565>3.0.CO;2-I
© 2002 WILEY-VCH Verlag GmbH, Weinheim, Fed. Rep. of Germany
2002:15<>1.0.CO;2-5/asset/cover.gif?v=1&s=97998fad05540a0f89065371458a586d958ec099 "European Journal of Organic Chemistry")
Additional Information
How to Cite
Paulus, O., Alcaraz, G. and Vaultier, M. (2002), A Facile Synthesis of N-Boc-Protected Pyrroles by Cyclodehydration of γ-Amino-α,β-enals and -enones. European Journal of Organic Chemistry, 2002: 2565–2572. doi: 10.1002/1099-0690(200208)2002:15<2565::AID-EJOC2565>3.0.CO;2-I
Publication History
- Issue published online: 12 JUL 2002
- Article first published online: 12 JUL 2002
- Manuscript Received: 7 MAR 2002
Keywords:
- Cyclisation;
- Dehydration;
- Nitrogen heterocycles;
- Pyrrol-2-ylboronic acids;
- Suzuki−Miyaura coupling
Abstract
A novel series of N-Boc-substituted and fused pyrroles was prepared by cyclodehydration of readily accessible (E)-γ-(tert-butoxycarbonylamino)-α,β-enals and -enones. Functionalisation of the pyrrole ring was then explored with 2-borylated pyrroles in the Suzuki−Miyaura coupling. (© Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)