Sequential double C-H functionalization of 2,5-norbornadiene in flow

Heejin Kim; Zuoyufan Yin; Hidehiro Sakurai; Jun Ichi Yoshida

doi:10.1039/c8re00131f

Sequential double C-H functionalization of 2,5-norbornadiene in flow

Heejin Kim, Zuoyufan Yin, Hidehiro Sakurai, Jun Ichi Yoshida

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

9 Citations (Scopus)

Abstract

An anionic species of 2,5-norbornadiene was generated and brominated using a flow reactor. In the second step, 2-bromo-2,5-norbornadiene was lithiated with LTMP and reacted with tributyltin chloride. Finally, an integrated one-flow synthesis using various electrophiles was achieved within 3 min to prepare 2-bromo-2,5-norbornadienes bearing a functional group at the 3-position.

Original language	English
Pages (from-to)	635-639
Number of pages	5
Journal	Reaction Chemistry and Engineering
Volume	3
Issue number	5
DOIs	https://doi.org/10.1039/c8re00131f
Publication status	Published - 2018 Oct
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Chemistry (miscellaneous)
Chemical Engineering (miscellaneous)
Process Chemistry and Technology
Fluid Flow and Transfer Processes

Access to Document

10.1039/c8re00131f

Cite this

@article{927a07788c854c5daa76cf3ff8a46852,

title = "Sequential double C-H functionalization of 2,5-norbornadiene in flow",

abstract = "An anionic species of 2,5-norbornadiene was generated and brominated using a flow reactor. In the second step, 2-bromo-2,5-norbornadiene was lithiated with LTMP and reacted with tributyltin chloride. Finally, an integrated one-flow synthesis using various electrophiles was achieved within 3 min to prepare 2-bromo-2,5-norbornadienes bearing a functional group at the 3-position.",

author = "Heejin Kim and Zuoyufan Yin and Hidehiro Sakurai and Yoshida, {Jun Ichi}",

note = "Publisher Copyright: {\textcopyright} 2018 The Royal Society of Chemistry.",

year = "2018",

month = oct,

doi = "10.1039/c8re00131f",

language = "English",

volume = "3",

pages = "635--639",

journal = "Reaction Chemistry and Engineering",

issn = "2058-9883",

publisher = "Royal Society of Chemistry",

number = "5",

}

TY - JOUR

T1 - Sequential double C-H functionalization of 2,5-norbornadiene in flow

AU - Kim, Heejin

AU - Yin, Zuoyufan

AU - Sakurai, Hidehiro

AU - Yoshida, Jun Ichi

PY - 2018/10

Y1 - 2018/10

N2 - An anionic species of 2,5-norbornadiene was generated and brominated using a flow reactor. In the second step, 2-bromo-2,5-norbornadiene was lithiated with LTMP and reacted with tributyltin chloride. Finally, an integrated one-flow synthesis using various electrophiles was achieved within 3 min to prepare 2-bromo-2,5-norbornadienes bearing a functional group at the 3-position.

AB - An anionic species of 2,5-norbornadiene was generated and brominated using a flow reactor. In the second step, 2-bromo-2,5-norbornadiene was lithiated with LTMP and reacted with tributyltin chloride. Finally, an integrated one-flow synthesis using various electrophiles was achieved within 3 min to prepare 2-bromo-2,5-norbornadienes bearing a functional group at the 3-position.

UR - http://www.scopus.com/inward/record.url?scp=85054355671&partnerID=8YFLogxK

U2 - 10.1039/c8re00131f

DO - 10.1039/c8re00131f

M3 - Article

AN - SCOPUS:85054355671

SN - 2058-9883

VL - 3

SP - 635

EP - 639

JO - Reaction Chemistry and Engineering

JF - Reaction Chemistry and Engineering

IS - 5

ER -

Sequential double C-H functionalization of 2,5-norbornadiene in flow

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this