Synthesis of oxindole fused 1,3-oxazepanes via hydride transfer initiated ring expansion of pyrrolidine

Peng He; Zongkang Wang; Qiongwen Kang; Nana Fei; Chengyu Wang; Yanzhong Li

doi:10.1039/d4qo00474d

Synthesis of oxindole fused 1,3-oxazepanes via hydride transfer initiated ring expansion of pyrrolidine

Peng He
, Zongkang Wang
, Qiongwen Kang
, Nana Fei
, Chengyu Wang^*
, Yanzhong Li^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

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

5 Scopus citations

Abstract

An efficient B(C₆F₅)₃ catalyzed protocol for the synthesis of oxindole fused 1,3-oxazepanes from pyrrolidine-substituted aryl alkynones has been developed. A ring expansion of pyrrolidine and dual hydride transfer were involved in the cascade reactions. Transition metal-free conditions, good functional group tolerance and operational simplicity make this C(sp³)-H functionalization methodology attractive.

Original language	English
Pages (from-to)	3173-3178
Number of pages	6
Journal	Organic Chemistry Frontiers
Volume	11
Issue number	11
DOIs	https://doi.org/10.1039/d4qo00474d
State	Published - 12 Apr 2024

Access to Document

10.1039/d4qo00474d

Cite this

@article{1d7c4f993f674f8c92e1c62e86b026ae,

title = "Synthesis of oxindole fused 1,3-oxazepanes via hydride transfer initiated ring expansion of pyrrolidine",

abstract = "An efficient B(C6F5)3 catalyzed protocol for the synthesis of oxindole fused 1,3-oxazepanes from pyrrolidine-substituted aryl alkynones has been developed. A ring expansion of pyrrolidine and dual hydride transfer were involved in the cascade reactions. Transition metal-free conditions, good functional group tolerance and operational simplicity make this C(sp3)-H functionalization methodology attractive.",

author = "Peng He and Zongkang Wang and Qiongwen Kang and Nana Fei and Chengyu Wang and Yanzhong Li",

note = "Publisher Copyright: {\textcopyright} 2024 The Royal Society of Chemistry.",

year = "2024",

month = apr,

day = "12",

doi = "10.1039/d4qo00474d",

language = "英语",

volume = "11",

pages = "3173--3178",

journal = "Organic Chemistry Frontiers",

issn = "2052-4110",

publisher = "Royal Society of Chemistry",

number = "11",

}

TY - JOUR

T1 - Synthesis of oxindole fused 1,3-oxazepanes via hydride transfer initiated ring expansion of pyrrolidine

AU - He, Peng

AU - Wang, Zongkang

AU - Kang, Qiongwen

AU - Fei, Nana

AU - Wang, Chengyu

AU - Li, Yanzhong

PY - 2024/4/12

Y1 - 2024/4/12

N2 - An efficient B(C6F5)3 catalyzed protocol for the synthesis of oxindole fused 1,3-oxazepanes from pyrrolidine-substituted aryl alkynones has been developed. A ring expansion of pyrrolidine and dual hydride transfer were involved in the cascade reactions. Transition metal-free conditions, good functional group tolerance and operational simplicity make this C(sp3)-H functionalization methodology attractive.

AB - An efficient B(C6F5)3 catalyzed protocol for the synthesis of oxindole fused 1,3-oxazepanes from pyrrolidine-substituted aryl alkynones has been developed. A ring expansion of pyrrolidine and dual hydride transfer were involved in the cascade reactions. Transition metal-free conditions, good functional group tolerance and operational simplicity make this C(sp3)-H functionalization methodology attractive.

UR - https://www.scopus.com/pages/publications/85190967421

U2 - 10.1039/d4qo00474d

DO - 10.1039/d4qo00474d

M3 - 文章

AN - SCOPUS:85190967421

SN - 2052-4110

VL - 11

SP - 3173

EP - 3178

JO - Organic Chemistry Frontiers

JF - Organic Chemistry Frontiers

IS - 11

ER -

Synthesis of oxindole fused 1,3-oxazepanes via hydride transfer initiated ring expansion of pyrrolidine

Abstract

Access to Document

Other files and links

Fingerprint

Cite this