Water promoted allylic nucleophilic substitution reactions of (E)-1,3 diphenylallyl acetate

Seema Arun Ghorpade; Dinesh Sawant; Arwa Makki; N Sekar; Jörg Eppinger

doi:10.1039/c7gc03123h

Water promoted allylic nucleophilic substitution reactions of (E)-1,3 diphenylallyl acetate

Seema Arun Ghorpade, Dinesh Sawant, Arwa Makki, N Sekar, Jörg Eppinger

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Abstract

Transition metal free, water based, greener protocol for allylic alkylation, allylic amination, O-allylation of (E)-1,3-diphenylallyl acetate is described. The developed methodology is applicable for a wide range of nucleophiles furnishing excellent yields of corresponding products up to 87% under mild reaction conditions. A Distinct effect of water and base is explored for allylic nucleophilic substitution reactions of (E)-1,3-diphenylallyl acetate.

Original language	English (US)
Pages (from-to)	425-430
Number of pages	6
Journal	Green Chemistry
Volume	20
Issue number	2
DOIs	https://doi.org/10.1039/c7gc03123h
State	Published - 2018

Bibliographical note

KAUST Repository Item: Exported on 2020-10-01
Acknowledged KAUST grant number(s): FIC/2010/07
Acknowledgements: The author Seema Arun Ghorpade is thankful to the Department of Science and Technology (DST) India for providing DST INSPIRE Senior Research Fellowship and Institute of Chemical Technology, Matunga, Mumbai. This work was supported by the King Abdullah University of Science and Technology (KAUST baseline funding and GCR grant FIC/2010/07). All authors are gratefully acknowledging support from King Abdullah University of Science and Technology (KAUST), Saudi Arabia.

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10.1039/c7gc03123h

https://repository.kaust.edu.sa/bitstream/10754/626330/1/c7gc03123h.pdf

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title = "Water promoted allylic nucleophilic substitution reactions of (E)-1,3 diphenylallyl acetate",

abstract = "Transition metal free, water based, greener protocol for allylic alkylation, allylic amination, O-allylation of (E)-1,3-diphenylallyl acetate is described. The developed methodology is applicable for a wide range of nucleophiles furnishing excellent yields of corresponding products up to 87% under mild reaction conditions. A Distinct effect of water and base is explored for allylic nucleophilic substitution reactions of (E)-1,3-diphenylallyl acetate.",

author = "Ghorpade, {Seema Arun} and Dinesh Sawant and Arwa Makki and N Sekar and J{\"o}rg Eppinger",

note = "KAUST Repository Item: Exported on 2020-10-01 Acknowledged KAUST grant number(s): FIC/2010/07 Acknowledgements: The author Seema Arun Ghorpade is thankful to the Department of Science and Technology (DST) India for providing DST INSPIRE Senior Research Fellowship and Institute of Chemical Technology, Matunga, Mumbai. This work was supported by the King Abdullah University of Science and Technology (KAUST baseline funding and GCR grant FIC/2010/07). All authors are gratefully acknowledging support from King Abdullah University of Science and Technology (KAUST), Saudi Arabia.",

year = "2018",

doi = "10.1039/c7gc03123h",

language = "English (US)",

volume = "20",

pages = "425--430",

journal = "Green Chemistry",

issn = "1463-9262",

publisher = "Royal Society of Chemistry",

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T1 - Water promoted allylic nucleophilic substitution reactions of (E)-1,3 diphenylallyl acetate

AU - Ghorpade, Seema Arun

AU - Sawant, Dinesh

AU - Makki, Arwa

AU - Sekar, N

AU - Eppinger, Jörg

N1 - KAUST Repository Item: Exported on 2020-10-01 Acknowledged KAUST grant number(s): FIC/2010/07 Acknowledgements: The author Seema Arun Ghorpade is thankful to the Department of Science and Technology (DST) India for providing DST INSPIRE Senior Research Fellowship and Institute of Chemical Technology, Matunga, Mumbai. This work was supported by the King Abdullah University of Science and Technology (KAUST baseline funding and GCR grant FIC/2010/07). All authors are gratefully acknowledging support from King Abdullah University of Science and Technology (KAUST), Saudi Arabia.

PY - 2018

Y1 - 2018

N2 - Transition metal free, water based, greener protocol for allylic alkylation, allylic amination, O-allylation of (E)-1,3-diphenylallyl acetate is described. The developed methodology is applicable for a wide range of nucleophiles furnishing excellent yields of corresponding products up to 87% under mild reaction conditions. A Distinct effect of water and base is explored for allylic nucleophilic substitution reactions of (E)-1,3-diphenylallyl acetate.

AB - Transition metal free, water based, greener protocol for allylic alkylation, allylic amination, O-allylation of (E)-1,3-diphenylallyl acetate is described. The developed methodology is applicable for a wide range of nucleophiles furnishing excellent yields of corresponding products up to 87% under mild reaction conditions. A Distinct effect of water and base is explored for allylic nucleophilic substitution reactions of (E)-1,3-diphenylallyl acetate.

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UR - http://pubs.rsc.org/en/Content/ArticleLanding/2017/GC/C7GC03123H#!divAbstract

UR - http://www.scopus.com/inward/record.url?scp=85041168155&partnerID=8YFLogxK

U2 - 10.1039/c7gc03123h

DO - 10.1039/c7gc03123h

M3 - Article

SN - 1463-9262

VL - 20

SP - 425

EP - 430

JO - Green Chemistry

JF - Green Chemistry

IS - 2

ER -

Water promoted allylic nucleophilic substitution reactions of (E)-1,3 diphenylallyl acetate

Abstract

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