Cascade 1,3-Diploar Cycloaddition and Lactamization for Diastereoselective Synthesis of Pyrrolidinedione-Fused Tetrahydropyrroloisoindolones

Chao Jiang; Shenghu Yan; Yue Zhang; Qiang Zhang; Xiaoming Ma; Wei Zhang

doi:10.1021/acs.joc.4c00875

Cascade 1,3-Diploar Cycloaddition and Lactamization for Diastereoselective Synthesis of Pyrrolidinedione-Fused Tetrahydropyrroloisoindolones

Chao Jiang
, Shenghu Yan
, Yue Zhang
, Qiang Zhang
, Xiaoming Ma
, Wei Zhang

Chemistry

Changzhou University
Suzhou University of Science and Technology

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

Abstract

A cascade reaction sequence of 1,3-dipolar cycloaddition and lactamization for the synthesis of tetrahydropyrroloisoindolone derivatives is developed. This efficient one-pot synthesis generates four bonds and two heterocyclic rings in a diastereoselective manner. Only 2 equiv of H₂O are produced as the side product.

Original language	English
Pages (from-to)	9125-9134
Number of pages	10
Journal	Journal of Organic Chemistry
Volume	89
Issue number	12
DOIs	https://doi.org/10.1021/acs.joc.4c00875
State	Published - Jun 21 2024

ASJC Scopus Subject Areas

Organic Chemistry

Access to Document

10.1021/acs.joc.4c00875

Cite this

@article{274133047d234aaea8b0aa6a7e5e2fc5,

title = "Cascade 1,3-Diploar Cycloaddition and Lactamization for Diastereoselective Synthesis of Pyrrolidinedione-Fused Tetrahydropyrroloisoindolones",

abstract = "A cascade reaction sequence of 1,3-dipolar cycloaddition and lactamization for the synthesis of tetrahydropyrroloisoindolone derivatives is developed. This efficient one-pot synthesis generates four bonds and two heterocyclic rings in a diastereoselective manner. Only 2 equiv of H2O are produced as the side product.",

author = "Chao Jiang and Shenghu Yan and Yue Zhang and Qiang Zhang and Xiaoming Ma and Wei Zhang",

note = "Publisher Copyright: {\textcopyright} 2024 American Chemical Society",

year = "2024",

month = jun,

day = "21",

doi = "10.1021/acs.joc.4c00875",

language = "English",

volume = "89",

pages = "9125--9134",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "12",

}

TY - JOUR

T1 - Cascade 1,3-Diploar Cycloaddition and Lactamization for Diastereoselective Synthesis of Pyrrolidinedione-Fused Tetrahydropyrroloisoindolones

AU - Jiang, Chao

AU - Yan, Shenghu

AU - Zhang, Yue

AU - Zhang, Qiang

AU - Ma, Xiaoming

AU - Zhang, Wei

PY - 2024/6/21

Y1 - 2024/6/21

N2 - A cascade reaction sequence of 1,3-dipolar cycloaddition and lactamization for the synthesis of tetrahydropyrroloisoindolone derivatives is developed. This efficient one-pot synthesis generates four bonds and two heterocyclic rings in a diastereoselective manner. Only 2 equiv of H2O are produced as the side product.

AB - A cascade reaction sequence of 1,3-dipolar cycloaddition and lactamization for the synthesis of tetrahydropyrroloisoindolone derivatives is developed. This efficient one-pot synthesis generates four bonds and two heterocyclic rings in a diastereoselective manner. Only 2 equiv of H2O are produced as the side product.

UR - https://www.scopus.com/pages/publications/85196014276

UR - https://www.scopus.com/pages/publications/85196014276#tab=citedBy

U2 - 10.1021/acs.joc.4c00875

DO - 10.1021/acs.joc.4c00875

M3 - Article

C2 - 38863329

AN - SCOPUS:85196014276

SN - 0022-3263

VL - 89

SP - 9125

EP - 9134

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 12

ER -

Cascade 1,3-Diploar Cycloaddition and Lactamization for Diastereoselective Synthesis of Pyrrolidinedione-Fused Tetrahydropyrroloisoindolones

Abstract

ASJC Scopus Subject Areas

Access to Document

Other files and links

Fingerprint

Cite this