A One-Pot, Three-Component Approach to Functionalised Tetrahydroisoquinolines Using Domino Heck-aza-Michael Reactions

D.L. Priebbenow; F.M. Pfeffer; Scott Stewart

doi:10.1002/ejoc.201001621

A One-Pot, Three-Component Approach to Functionalised Tetrahydroisoquinolines Using Domino Heck-aza-Michael Reactions

D.L. Priebbenow, F.M. Pfeffer, Scott Stewart

School of Molecular Sciences

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

21 Citations (Scopus)

Abstract

A one-pot, three-component method incorporating a domino Heck-aza-Michael reaction has been developed for the rapid synthesis of functionalised tetrahydroisoquinolines. Following the in situ generation of an acrylamide, a domino process involving intermolecular Heck reaction and subsequent intramolecular aza-Michael addition affords tetrahydroisoquinolines bearing C1-acetamide functionality.

Original language	English
Pages (from-to)	1632-1635
Journal	European Journal of Organic Chemistry
Volume	2011
DOIs	https://doi.org/10.1002/ejoc.201001621
Publication status	Published - 2011

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title = "A One-Pot, Three-Component Approach to Functionalised Tetrahydroisoquinolines Using Domino Heck-aza-Michael Reactions",

abstract = "A one-pot, three-component method incorporating a domino Heck-aza-Michael reaction has been developed for the rapid synthesis of functionalised tetrahydroisoquinolines. Following the in situ generation of an acrylamide, a domino process involving intermolecular Heck reaction and subsequent intramolecular aza-Michael addition affords tetrahydroisoquinolines bearing C1-acetamide functionality.",

author = "D.L. Priebbenow and F.M. Pfeffer and Scott Stewart",

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AU - Priebbenow, D.L.

AU - Pfeffer, F.M.

AU - Stewart, Scott

PY - 2011

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AB - A one-pot, three-component method incorporating a domino Heck-aza-Michael reaction has been developed for the rapid synthesis of functionalised tetrahydroisoquinolines. Following the in situ generation of an acrylamide, a domino process involving intermolecular Heck reaction and subsequent intramolecular aza-Michael addition affords tetrahydroisoquinolines bearing C1-acetamide functionality.

U2 - 10.1002/ejoc.201001621

DO - 10.1002/ejoc.201001621

M3 - Article

VL - 2011

SP - 1632

EP - 1635

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

SN - 1099-0690

ER -

A One-Pot, Three-Component Approach to Functionalised Tetrahydroisoquinolines Using Domino Heck-aza-Michael Reactions

Abstract

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