Synthesis of γ-Lactams by Intermolecular (3 + 2) Annulation of Siloxy Alkynes and 3-Aminooxetanes

Xiang Li; Qiang Feng; Shuxuan Liu; Hai Huang; Zhengyu Han; Jianwei Sun

doi:10.1021/prechem.5c00029

Synthesis of γ-Lactams by Intermolecular (3 + 2) Annulation of Siloxy Alkynes and 3-Aminooxetanes

Xiang Li, Qiang Feng, Shuxuan Liu, Hai Huang, Zhengyu Han^*, Jianwei Sun^*

^*Corresponding author for this work

Department of Chemical and Biological Engineering

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

Abstract

A silver-catalyzed intermolecular (3 + 2) annulation of siloxy alkynes and 3-aminooxetanes has been developed. This process provides mild and convenient access to useful γ-butyrolactams with high regio- and stereoselectivity. Mechanistically, intermolecular C–N bond formation likely precedes oxetane ring opening.

Original language	English
Pages (from-to)	451-455
Number of pages	5
Journal	Precision Chemistry
Volume	3
Issue number	8
DOIs	https://doi.org/10.1021/prechem.5c00029
Publication status	Published - 25 Aug 2025

Bibliographical note

Publisher Copyright:
© 2025 The Authors. Co-published by University of Science and Technology of China and American Chemical Society

Keywords

(3 + 2) Annulation
3-Aminooxetane
Annulation
Siloxy alkyne
γ-Lactam

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10.1021/prechem.5c00029

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title = "Synthesis of γ-Lactams by Intermolecular (3 + 2) Annulation of Siloxy Alkynes and 3-Aminooxetanes",

abstract = "A silver-catalyzed intermolecular (3 + 2) annulation of siloxy alkynes and 3-aminooxetanes has been developed. This process provides mild and convenient access to useful γ-butyrolactams with high regio- and stereoselectivity. Mechanistically, intermolecular C–N bond formation likely precedes oxetane ring opening.",

keywords = "(3 + 2) Annulation, 3-Aminooxetane, Annulation, Siloxy alkyne, γ-Lactam",

author = "Xiang Li and Qiang Feng and Shuxuan Liu and Hai Huang and Zhengyu Han and Jianwei Sun",

note = "Publisher Copyright: {\textcopyright} 2025 The Authors. Co-published by University of Science and Technology of China and American Chemical Society",

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doi = "10.1021/prechem.5c00029",

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TY - JOUR

T1 - Synthesis of γ-Lactams by Intermolecular (3 + 2) Annulation of Siloxy Alkynes and 3-Aminooxetanes

AU - Li, Xiang

AU - Feng, Qiang

AU - Liu, Shuxuan

AU - Huang, Hai

AU - Han, Zhengyu

AU - Sun, Jianwei

PY - 2025/8/25

Y1 - 2025/8/25

N2 - A silver-catalyzed intermolecular (3 + 2) annulation of siloxy alkynes and 3-aminooxetanes has been developed. This process provides mild and convenient access to useful γ-butyrolactams with high regio- and stereoselectivity. Mechanistically, intermolecular C–N bond formation likely precedes oxetane ring opening.

AB - A silver-catalyzed intermolecular (3 + 2) annulation of siloxy alkynes and 3-aminooxetanes has been developed. This process provides mild and convenient access to useful γ-butyrolactams with high regio- and stereoselectivity. Mechanistically, intermolecular C–N bond formation likely precedes oxetane ring opening.

KW - (3 + 2) Annulation

KW - 3-Aminooxetane

KW - Annulation

KW - Siloxy alkyne

KW - γ-Lactam

UR - https://www.webofscience.com/wos/woscc/full-record/WOS:001465844400001

UR - https://openalex.org/W4409349890

UR - https://www.scopus.com/pages/publications/105002391616

U2 - 10.1021/prechem.5c00029

DO - 10.1021/prechem.5c00029

M3 - Journal Article

SN - 2771-9316

VL - 3

SP - 451

EP - 455

JO - Precision Chemistry

JF - Precision Chemistry

IS - 8

ER -

Synthesis of γ-Lactams by Intermolecular (3 + 2) Annulation of Siloxy Alkynes and 3-Aminooxetanes

Abstract

Bibliographical note

Keywords

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