Ligand-Controlled Divergent Cross-Coupling Involving Organosilicon Compounds for Thioether and Thioester Synthesis

Zongjun Qiao; Xuefeng Jiang

doi:10.1021/acs.orglett.6b00324

Ligand-Controlled Divergent Cross-Coupling Involving Organosilicon Compounds for Thioether and Thioester Synthesis

Zongjun Qiao
, Xuefeng Jiang^*

^*此作品的通讯作者

化学与分子工程学院

East China Normal University
CAS - Shanghai Institute of Organic Chemistry

科研成果: 期刊稿件 › 文章 › 同行评审

124 引用（Scopus）

摘要

A divergent cross-coupling for both thioether and thioester construction from organosilicon compounds has been developed. Predominant selectivity for Hiyama-type coupling and C1 insertion reaction was achieved under the guidance of ligands. Thioether was obtained under ligand-free conditions in which disulfide generated from homocoupling could be prevented. Meanwhile, application of bidentate phosphine ligands under carbon monoxide atmosphere (CO balloon) afforded the thioester with little decomposition, which was revealed through interval NMR tracking.

源语言	英语
页（从-至）	1550-1553
页数	4
期刊	Organic Letters
卷	18
期	7
DOI	https://doi.org/10.1021/acs.orglett.6b00324
出版状态	已出版 - 15 4月 2016

访问文件

10.1021/acs.orglett.6b00324

其它文件与链接

链接到 Scopus 的出版物

引用此

@article{fc0316d8e5904f77b98abdfa3c366dc0,

title = "Ligand-Controlled Divergent Cross-Coupling Involving Organosilicon Compounds for Thioether and Thioester Synthesis",

abstract = "A divergent cross-coupling for both thioether and thioester construction from organosilicon compounds has been developed. Predominant selectivity for Hiyama-type coupling and C1 insertion reaction was achieved under the guidance of ligands. Thioether was obtained under ligand-free conditions in which disulfide generated from homocoupling could be prevented. Meanwhile, application of bidentate phosphine ligands under carbon monoxide atmosphere (CO balloon) afforded the thioester with little decomposition, which was revealed through interval NMR tracking.",

author = "Zongjun Qiao and Xuefeng Jiang",

note = "Publisher Copyright: {\textcopyright} 2016 American Chemical Society.",

year = "2016",

month = apr,

day = "15",

doi = "10.1021/acs.orglett.6b00324",

language = "英语",

volume = "18",

pages = "1550--1553",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "7",

}

TY - JOUR

T1 - Ligand-Controlled Divergent Cross-Coupling Involving Organosilicon Compounds for Thioether and Thioester Synthesis

AU - Qiao, Zongjun

AU - Jiang, Xuefeng

PY - 2016/4/15

Y1 - 2016/4/15

N2 - A divergent cross-coupling for both thioether and thioester construction from organosilicon compounds has been developed. Predominant selectivity for Hiyama-type coupling and C1 insertion reaction was achieved under the guidance of ligands. Thioether was obtained under ligand-free conditions in which disulfide generated from homocoupling could be prevented. Meanwhile, application of bidentate phosphine ligands under carbon monoxide atmosphere (CO balloon) afforded the thioester with little decomposition, which was revealed through interval NMR tracking.

AB - A divergent cross-coupling for both thioether and thioester construction from organosilicon compounds has been developed. Predominant selectivity for Hiyama-type coupling and C1 insertion reaction was achieved under the guidance of ligands. Thioether was obtained under ligand-free conditions in which disulfide generated from homocoupling could be prevented. Meanwhile, application of bidentate phosphine ligands under carbon monoxide atmosphere (CO balloon) afforded the thioester with little decomposition, which was revealed through interval NMR tracking.

UR - https://www.scopus.com/pages/publications/84963956547

U2 - 10.1021/acs.orglett.6b00324

DO - 10.1021/acs.orglett.6b00324

M3 - 文章

AN - SCOPUS:84963956547

SN - 1523-7060

VL - 18

SP - 1550

EP - 1553

JO - Organic Letters

JF - Organic Letters

IS - 7

ER -

Ligand-Controlled Divergent Cross-Coupling Involving Organosilicon Compounds for Thioether and Thioester Synthesis

摘要

访问文件

其它文件与链接

学术指纹

引用此