Silver-catalyzed tandem hydroamination/hydroarylation of 1-(2-allylamino)phenyl-4-hydroxy-but-2-yn-1-ones to 1 '-allylspiro[indene-1,2 '-indolin]-3 '-ones

Srinivasa Reddy Mothe, Maria Laurentia Novianti, Benjamin James Ayers, Philip Wai Hong Chan

Research output: Contribution to journalArticleResearchpeer-review

33 Citations (Scopus)

Abstract

An efficient silver triflate-catalyzed tandem hydroamination/hydroarylation cascade generating 1′- allylspiro[indene-1,2′-indolin]-3′-ones from 1-(2-allylamino)- phenyl-4-hydroxy-but-2-yn-1-ones is described. The reaction conditions are mild and general in scope and proceed to highly functionalized spiro-targets in high yield. This novel class of molecule possesses both the privileged indene and indolin-3- one scaffold, which may lead to possible pharmacological applications.
Original languageEnglish
Pages (from-to)4110 - 4113
Number of pages4
JournalOrganic Letters
Volume16
Issue number16
DOIs
Publication statusPublished - 2014
Externally publishedYes

Keywords

  • Gold
  • gold catalysis
  • Catalysis

Cite this

@article{f6d368d6f14d42e5abbec99fecfa45b9,
title = "Silver-catalyzed tandem hydroamination/hydroarylation of 1-(2-allylamino)phenyl-4-hydroxy-but-2-yn-1-ones to 1 '-allylspiro[indene-1,2 '-indolin]-3 '-ones",
abstract = "An efficient silver triflate-catalyzed tandem hydroamination/hydroarylation cascade generating 1′- allylspiro[indene-1,2′-indolin]-3′-ones from 1-(2-allylamino)- phenyl-4-hydroxy-but-2-yn-1-ones is described. The reaction conditions are mild and general in scope and proceed to highly functionalized spiro-targets in high yield. This novel class of molecule possesses both the privileged indene and indolin-3- one scaffold, which may lead to possible pharmacological applications.",
keywords = "Gold, gold catalysis, Catalysis",
author = "Mothe, {Srinivasa Reddy} and Novianti, {Maria Laurentia} and Ayers, {Benjamin James} and Chan, {Philip Wai Hong}",
year = "2014",
doi = "10.1021/ol501809p",
language = "English",
volume = "16",
pages = "4110 -- 4113",
journal = "Organic Letters",
issn = "1523-7060",
publisher = "American Chemical Society",
number = "16",

}

Silver-catalyzed tandem hydroamination/hydroarylation of 1-(2-allylamino)phenyl-4-hydroxy-but-2-yn-1-ones to 1 '-allylspiro[indene-1,2 '-indolin]-3 '-ones. / Mothe, Srinivasa Reddy; Novianti, Maria Laurentia; Ayers, Benjamin James; Chan, Philip Wai Hong.

In: Organic Letters, Vol. 16, No. 16, 2014, p. 4110 - 4113.

Research output: Contribution to journalArticleResearchpeer-review

TY - JOUR

T1 - Silver-catalyzed tandem hydroamination/hydroarylation of 1-(2-allylamino)phenyl-4-hydroxy-but-2-yn-1-ones to 1 '-allylspiro[indene-1,2 '-indolin]-3 '-ones

AU - Mothe, Srinivasa Reddy

AU - Novianti, Maria Laurentia

AU - Ayers, Benjamin James

AU - Chan, Philip Wai Hong

PY - 2014

Y1 - 2014

N2 - An efficient silver triflate-catalyzed tandem hydroamination/hydroarylation cascade generating 1′- allylspiro[indene-1,2′-indolin]-3′-ones from 1-(2-allylamino)- phenyl-4-hydroxy-but-2-yn-1-ones is described. The reaction conditions are mild and general in scope and proceed to highly functionalized spiro-targets in high yield. This novel class of molecule possesses both the privileged indene and indolin-3- one scaffold, which may lead to possible pharmacological applications.

AB - An efficient silver triflate-catalyzed tandem hydroamination/hydroarylation cascade generating 1′- allylspiro[indene-1,2′-indolin]-3′-ones from 1-(2-allylamino)- phenyl-4-hydroxy-but-2-yn-1-ones is described. The reaction conditions are mild and general in scope and proceed to highly functionalized spiro-targets in high yield. This novel class of molecule possesses both the privileged indene and indolin-3- one scaffold, which may lead to possible pharmacological applications.

KW - Gold

KW - gold catalysis

KW - Catalysis

U2 - 10.1021/ol501809p

DO - 10.1021/ol501809p

M3 - Article

VL - 16

SP - 4110

EP - 4113

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 16

ER -