Double Functionalization of Styrenes by Cu-Mediated Assisted Tandem Catalysis

Daichi Kawauchi; Hirofumi Ueda; Hidetoshi Tokuyama

doi:10.1002/ejoc.201900088

Double Functionalization of Styrenes by Cu-Mediated Assisted Tandem Catalysis

Daichi Kawauchi, Hirofumi Ueda, Hidetoshi Tokuyama

PHA - Molecular Pharmaceutical Science

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

3 Citations (Scopus)

Abstract

The double functionalization of styrenes through Cu-mediated assisted tandem catalysis was developed. The reaction was initiated by Cu-catalyzed aziridination and the subsequent nucleophilic ring-opening, which was triggered by the addition of (NH ₄ ) ₂ S ₂ O ₈ as an oxidant of Cu-catalyst to form a variety of C–C and C–X bonds. The expansion to three contiguous catalytic cycles led to the synthesis of functionalized indolines by one-pot operation.

Original language	English
Pages (from-to)	2056-2060
Number of pages	5
Journal	European Journal of Organic Chemistry
Volume	2019
Issue number	10
DOIs	https://doi.org/10.1002/ejoc.201900088
Publication status	Published - 2019 Mar 14

Keywords

Cu-catalysis
Double functionalization
Indolines
Spirocycle
Tandem catalysis

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1002/ejoc.201900088

Fingerprint Dive into the research topics of 'Double Functionalization of Styrenes by Cu-Mediated Assisted Tandem Catalysis'. Together they form a unique fingerprint.

Cite this

@article{5290b183a24c4ca3a1218eb46eb8f890,

title = "Double Functionalization of Styrenes by Cu-Mediated Assisted Tandem Catalysis",

abstract = " The double functionalization of styrenes through Cu-mediated assisted tandem catalysis was developed. The reaction was initiated by Cu-catalyzed aziridination and the subsequent nucleophilic ring-opening, which was triggered by the addition of (NH 4 ) 2 S 2 O 8 as an oxidant of Cu-catalyst to form a variety of C–C and C–X bonds. The expansion to three contiguous catalytic cycles led to the synthesis of functionalized indolines by one-pot operation. ",

keywords = "Cu-catalysis, Double functionalization, Indolines, Spirocycle, Tandem catalysis",

author = "Daichi Kawauchi and Hirofumi Ueda and Hidetoshi Tokuyama",

year = "2019",

month = mar,

day = "14",

doi = "10.1002/ejoc.201900088",

language = "English",

volume = "2019",

pages = "2056--2060",

journal = "Annalen der Pharmacie",

issn = "0075-4617",

publisher = "Wiley-VCH Verlag",

number = "10",

}

TY - JOUR

T1 - Double Functionalization of Styrenes by Cu-Mediated Assisted Tandem Catalysis

AU - Kawauchi, Daichi

AU - Ueda, Hirofumi

AU - Tokuyama, Hidetoshi

PY - 2019/3/14

Y1 - 2019/3/14

N2 - The double functionalization of styrenes through Cu-mediated assisted tandem catalysis was developed. The reaction was initiated by Cu-catalyzed aziridination and the subsequent nucleophilic ring-opening, which was triggered by the addition of (NH 4 ) 2 S 2 O 8 as an oxidant of Cu-catalyst to form a variety of C–C and C–X bonds. The expansion to three contiguous catalytic cycles led to the synthesis of functionalized indolines by one-pot operation.

AB - The double functionalization of styrenes through Cu-mediated assisted tandem catalysis was developed. The reaction was initiated by Cu-catalyzed aziridination and the subsequent nucleophilic ring-opening, which was triggered by the addition of (NH 4 ) 2 S 2 O 8 as an oxidant of Cu-catalyst to form a variety of C–C and C–X bonds. The expansion to three contiguous catalytic cycles led to the synthesis of functionalized indolines by one-pot operation.

KW - Cu-catalysis

KW - Double functionalization

KW - Indolines

KW - Spirocycle

KW - Tandem catalysis

UR - http://www.scopus.com/inward/record.url?scp=85062637437&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85062637437&partnerID=8YFLogxK

U2 - 10.1002/ejoc.201900088

DO - 10.1002/ejoc.201900088

M3 - Article

AN - SCOPUS:85062637437

VL - 2019

SP - 2056

EP - 2060

JO - Annalen der Pharmacie

JF - Annalen der Pharmacie

SN - 0075-4617

IS - 10

ER -