Switchable C-H Functionalization of N-Tosyl Acrylamides with Acryloylsilanes

Shengjin Song; Ping Lu; Huan Liu; Sai Hu Cai; Chao Feng; Teck Peng Loh

doi:10.1021/acs.orglett.7b01107

Switchable C-H Functionalization of N-Tosyl Acrylamides with Acryloylsilanes

Shengjin Song, Ping Lu, Huan Liu, Sai Hu Cai, Chao Feng, Teck Peng Loh

School of Chemistry and Moleculai Engineering

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

38 Scopus citations

Abstract

A controllable Rh-catalyzed protocol to access alkylation and alkenylation-annulation of N-tosyl acrylamide with acryloyl silane is reported. In contrast to the directing group or catalyst-dependent divergent sp² C-H alkylation/alkenylation, the intrinsic property of acryloylsilane allows the switchable reaction manifold, thereby affording either alkylation or annulation products with slight modification of the reaction conditions.

Original language	English
Pages (from-to)	2869-2872
Number of pages	4
Journal	Organic Letters
Volume	19
Issue number	11
DOIs	https://doi.org/10.1021/acs.orglett.7b01107
State	Published - 2 Jun 2017

Access to Document

10.1021/acs.orglett.7b01107

Cite this

@article{9a0a10f874e241748e5b2dd6b7e5080d,

title = "Switchable C-H Functionalization of N-Tosyl Acrylamides with Acryloylsilanes",

abstract = "A controllable Rh-catalyzed protocol to access alkylation and alkenylation-annulation of N-tosyl acrylamide with acryloyl silane is reported. In contrast to the directing group or catalyst-dependent divergent sp2 C-H alkylation/alkenylation, the intrinsic property of acryloylsilane allows the switchable reaction manifold, thereby affording either alkylation or annulation products with slight modification of the reaction conditions.",

author = "Shengjin Song and Ping Lu and Huan Liu and Cai, {Sai Hu} and Chao Feng and Loh, {Teck Peng}",

note = "Publisher Copyright: {\textcopyright} 2017 American Chemical Society.",

year = "2017",

month = jun,

day = "2",

doi = "10.1021/acs.orglett.7b01107",

language = "英语",

volume = "19",

pages = "2869--2872",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "11",

}

TY - JOUR

T1 - Switchable C-H Functionalization of N-Tosyl Acrylamides with Acryloylsilanes

AU - Song, Shengjin

AU - Lu, Ping

AU - Liu, Huan

AU - Cai, Sai Hu

AU - Feng, Chao

AU - Loh, Teck Peng

PY - 2017/6/2

Y1 - 2017/6/2

N2 - A controllable Rh-catalyzed protocol to access alkylation and alkenylation-annulation of N-tosyl acrylamide with acryloyl silane is reported. In contrast to the directing group or catalyst-dependent divergent sp2 C-H alkylation/alkenylation, the intrinsic property of acryloylsilane allows the switchable reaction manifold, thereby affording either alkylation or annulation products with slight modification of the reaction conditions.

AB - A controllable Rh-catalyzed protocol to access alkylation and alkenylation-annulation of N-tosyl acrylamide with acryloyl silane is reported. In contrast to the directing group or catalyst-dependent divergent sp2 C-H alkylation/alkenylation, the intrinsic property of acryloylsilane allows the switchable reaction manifold, thereby affording either alkylation or annulation products with slight modification of the reaction conditions.

UR - http://www.scopus.com/inward/record.url?scp=85020454281&partnerID=8YFLogxK

U2 - 10.1021/acs.orglett.7b01107

DO - 10.1021/acs.orglett.7b01107

M3 - 文章

C2 - 28534624

AN - SCOPUS:85020454281

SN - 1523-7060

VL - 19

SP - 2869

EP - 2872

JO - Organic Letters

JF - Organic Letters

IS - 11

ER -

Switchable C-H Functionalization of N-Tosyl Acrylamides with Acryloylsilanes

Abstract

Access to Document

Other files and links

Fingerprint

Cite this