Development of resin-to-resin transfer reactions (RRTR) using Sonogashira chemistry

Judit Tulla-Puche; George Barany

doi:10.1016/j.tet.2004.12.029

Development of resin-to-resin transfer reactions (RRTR) using Sonogashira chemistry

Judit Tulla-Puche
, George Barany

Chemistry (Twin Cities)

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

13 Scopus citations

Abstract

Sonogashira chemistry can be used according to the 'resin-to-resin transfer reaction' (RRTR) concept. Two fragments, one containing the halide moiety and the second one incorporating the alkyne functionality, are anchored on different solid supports using allyl and/or Wang-type linkages. Treatment with Pd(0) cleaves the allyl-linked fragment(s) which subsequently undergo Sonogashira coupling under the same conditions.

Original language	English (US)
Pages (from-to)	2195-2201
Number of pages	7
Journal	Tetrahedron
Volume	61
Issue number	8
DOIs	https://doi.org/10.1016/j.tet.2004.12.029
State	Published - Feb 21 2005

Bibliographical note

Funding Information:
We thank Professor Fernando Albericio for encouragement and critical reading of the manuscript. This work was supported by the NIH (GM 42722).

Copyright:
Copyright 2008 Elsevier B.V., All rights reserved.

Keywords

Resin-to-resin transfer reactions
Solid-phase organic synthesis
Sonogashira coupling

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10.1016/j.tet.2004.12.029

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title = "Development of resin-to-resin transfer reactions (RRTR) using Sonogashira chemistry",

abstract = "Sonogashira chemistry can be used according to the 'resin-to-resin transfer reaction' (RRTR) concept. Two fragments, one containing the halide moiety and the second one incorporating the alkyne functionality, are anchored on different solid supports using allyl and/or Wang-type linkages. Treatment with Pd(0) cleaves the allyl-linked fragment(s) which subsequently undergo Sonogashira coupling under the same conditions.",

keywords = "Resin-to-resin transfer reactions, Solid-phase organic synthesis, Sonogashira coupling",

author = "Judit Tulla-Puche and George Barany",

note = "Funding Information: We thank Professor Fernando Albericio for encouragement and critical reading of the manuscript. This work was supported by the NIH (GM 42722). Copyright: Copyright 2008 Elsevier B.V., All rights reserved.",

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AU - Tulla-Puche, Judit

AU - Barany, George

N1 - Funding Information: We thank Professor Fernando Albericio for encouragement and critical reading of the manuscript. This work was supported by the NIH (GM 42722). Copyright: Copyright 2008 Elsevier B.V., All rights reserved.

PY - 2005/2/21

Y1 - 2005/2/21

N2 - Sonogashira chemistry can be used according to the 'resin-to-resin transfer reaction' (RRTR) concept. Two fragments, one containing the halide moiety and the second one incorporating the alkyne functionality, are anchored on different solid supports using allyl and/or Wang-type linkages. Treatment with Pd(0) cleaves the allyl-linked fragment(s) which subsequently undergo Sonogashira coupling under the same conditions.

AB - Sonogashira chemistry can be used according to the 'resin-to-resin transfer reaction' (RRTR) concept. Two fragments, one containing the halide moiety and the second one incorporating the alkyne functionality, are anchored on different solid supports using allyl and/or Wang-type linkages. Treatment with Pd(0) cleaves the allyl-linked fragment(s) which subsequently undergo Sonogashira coupling under the same conditions.

KW - Resin-to-resin transfer reactions

KW - Solid-phase organic synthesis

KW - Sonogashira coupling

UR - https://www.scopus.com/pages/publications/13444260988

UR - https://www.scopus.com/pages/publications/13444260988#tab=citedBy

U2 - 10.1016/j.tet.2004.12.029

DO - 10.1016/j.tet.2004.12.029

M3 - Article

AN - SCOPUS:13444260988

SN - 0040-4020

VL - 61

SP - 2195

EP - 2201

JO - Tetrahedron

JF - Tetrahedron

IS - 8

ER -

Development of resin-to-resin transfer reactions (RRTR) using Sonogashira chemistry

Abstract

Bibliographical note

Keywords

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