Rh(I)-Catalyzed Cascade Carbonylative Cyclization of Propargyl α-Diazoindolacetates for Construction of Carbazoles

Guo Hao Zhu; Xuefeng Jiang

doi:10.1021/acs.orglett.3c03132

Rh(I)-Catalyzed Cascade Carbonylative Cyclization of Propargyl α-Diazoindolacetates for Construction of Carbazoles

Guo Hao Zhu
, 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
Nankai University

科研成果: 期刊稿件 › 文章 › 同行评审

9 引用（Scopus）

摘要

A Rh(I)-catalyzed carbene migration/carbonylation/cyclization (MCC) strategy has been established for the construction of diverse functionalized carbazoles from propargyl α-diazoindolacetates. Rh(I)-stabilized carbene with different electrophilic properties displays specific reactivity toward alkyne and CO during the transformation, ensuring the smooth progress of the tandem cyclization. Other heteroaryl scaffolds were achieved simultaneously through this cascade protocol, thus offering a straightforward pathway toward functionalized polycyclic aromatic molecule synthesis.

源语言	英语
页（从-至）	8077-8082
页数	6
期刊	Organic Letters
卷	25
期	45
DOI	https://doi.org/10.1021/acs.orglett.3c03132
出版状态	已出版 - 17 11月 2023

访问文件

10.1021/acs.orglett.3c03132

其它文件与链接

链接到 Scopus 的出版物

引用此

@article{89ed3b896ae844f48985cb835fa5b7a6,

title = "Rh(I)-Catalyzed Cascade Carbonylative Cyclization of Propargyl α-Diazoindolacetates for Construction of Carbazoles",

abstract = "A Rh(I)-catalyzed carbene migration/carbonylation/cyclization (MCC) strategy has been established for the construction of diverse functionalized carbazoles from propargyl α-diazoindolacetates. Rh(I)-stabilized carbene with different electrophilic properties displays specific reactivity toward alkyne and CO during the transformation, ensuring the smooth progress of the tandem cyclization. Other heteroaryl scaffolds were achieved simultaneously through this cascade protocol, thus offering a straightforward pathway toward functionalized polycyclic aromatic molecule synthesis.",

author = "Zhu, \{Guo Hao\} and Xuefeng Jiang",

note = "Publisher Copyright: {\textcopyright} 2023 American Chemical Society",

year = "2023",

month = nov,

day = "17",

doi = "10.1021/acs.orglett.3c03132",

language = "英语",

volume = "25",

pages = "8077--8082",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "45",

}

TY - JOUR

T1 - Rh(I)-Catalyzed Cascade Carbonylative Cyclization of Propargyl α-Diazoindolacetates for Construction of Carbazoles

AU - Zhu, Guo Hao

AU - Jiang, Xuefeng

PY - 2023/11/17

Y1 - 2023/11/17

N2 - A Rh(I)-catalyzed carbene migration/carbonylation/cyclization (MCC) strategy has been established for the construction of diverse functionalized carbazoles from propargyl α-diazoindolacetates. Rh(I)-stabilized carbene with different electrophilic properties displays specific reactivity toward alkyne and CO during the transformation, ensuring the smooth progress of the tandem cyclization. Other heteroaryl scaffolds were achieved simultaneously through this cascade protocol, thus offering a straightforward pathway toward functionalized polycyclic aromatic molecule synthesis.

AB - A Rh(I)-catalyzed carbene migration/carbonylation/cyclization (MCC) strategy has been established for the construction of diverse functionalized carbazoles from propargyl α-diazoindolacetates. Rh(I)-stabilized carbene with different electrophilic properties displays specific reactivity toward alkyne and CO during the transformation, ensuring the smooth progress of the tandem cyclization. Other heteroaryl scaffolds were achieved simultaneously through this cascade protocol, thus offering a straightforward pathway toward functionalized polycyclic aromatic molecule synthesis.

UR - https://www.scopus.com/pages/publications/85178087267

U2 - 10.1021/acs.orglett.3c03132

DO - 10.1021/acs.orglett.3c03132

M3 - 文章

C2 - 37933919

AN - SCOPUS:85178087267

SN - 1523-7060

VL - 25

SP - 8077

EP - 8082

JO - Organic Letters

JF - Organic Letters

IS - 45

ER -

Rh(I)-Catalyzed Cascade Carbonylative Cyclization of Propargyl α-Diazoindolacetates for Construction of Carbazoles

摘要

访问文件

其它文件与链接

学术指纹

引用此