One-pot, two-step synthesis of 3,4-dihydroquinazoline-2(1H)-thiones from o-azidobenzenealdehydes, aryl amines and carbon disulfide

Wensheng Zhang; Yan Li; Hongyan Zhou; Xiaoli Su; Xiaofeng Zhang; Wei Zhang

doi:10.1016/j.tetlet.2021.153361

One-pot, two-step synthesis of 3,4-dihydroquinazoline-2(1H)-thiones from o-azidobenzenealdehydes, aryl amines and carbon disulfide

Wensheng Zhang
, Yan Li
, Hongyan Zhou
, Xiaoli Su
, Xiaofeng Zhang
, Wei Zhang

Chemistry

Jiyuan Vocational and Technical College
Jiaozuo Teachers College
University of Massachusetts Boston
Harvard University

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

Abstract

A one-pot, two-step method was developed for the synthesis of 3-aryl-3,4-dihydroquinazoline-2(1H)-thiones involving the reductive amination of o-azidobenzaldehydes and aryl amines followed by the Staudinger-aza-Wittig reaction with CS₂.

Original language	English
Article number	153361
Journal	Tetrahedron Letters
Volume	81
DOIs	https://doi.org/10.1016/j.tetlet.2021.153361
State	Published - Sep 28 2021

ASJC Scopus Subject Areas

Biochemistry
Drug Discovery
Organic Chemistry

Keywords

3,4-Dihydroquinazoline-2(1H)-thione
o-Azidobenzaldehyde
One-pot synthesis
Reductive amination
Staudinger-aza-Wittig reaction

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10.1016/j.tetlet.2021.153361

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title = "One-pot, two-step synthesis of 3,4-dihydroquinazoline-2(1H)-thiones from o-azidobenzenealdehydes, aryl amines and carbon disulfide",

abstract = "A one-pot, two-step method was developed for the synthesis of 3-aryl-3,4-dihydroquinazoline-2(1H)-thiones involving the reductive amination of o-azidobenzaldehydes and aryl amines followed by the Staudinger-aza-Wittig reaction with CS2.",

keywords = "3,4-Dihydroquinazoline-2(1H)-thione, o-Azidobenzaldehyde, One-pot synthesis, Reductive amination, Staudinger-aza-Wittig reaction",

author = "Wensheng Zhang and Yan Li and Hongyan Zhou and Xiaoli Su and Xiaofeng Zhang and Wei Zhang",

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year = "2021",

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doi = "10.1016/j.tetlet.2021.153361",

language = "English",

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T1 - One-pot, two-step synthesis of 3,4-dihydroquinazoline-2(1H)-thiones from o-azidobenzenealdehydes, aryl amines and carbon disulfide

AU - Zhang, Wensheng

AU - Li, Yan

AU - Zhou, Hongyan

AU - Su, Xiaoli

AU - Zhang, Xiaofeng

AU - Zhang, Wei

PY - 2021/9/28

Y1 - 2021/9/28

N2 - A one-pot, two-step method was developed for the synthesis of 3-aryl-3,4-dihydroquinazoline-2(1H)-thiones involving the reductive amination of o-azidobenzaldehydes and aryl amines followed by the Staudinger-aza-Wittig reaction with CS2.

AB - A one-pot, two-step method was developed for the synthesis of 3-aryl-3,4-dihydroquinazoline-2(1H)-thiones involving the reductive amination of o-azidobenzaldehydes and aryl amines followed by the Staudinger-aza-Wittig reaction with CS2.

KW - 3,4-Dihydroquinazoline-2(1H)-thione

KW - o-Azidobenzaldehyde

KW - One-pot synthesis

KW - Reductive amination

KW - Staudinger-aza-Wittig reaction

UR - https://www.scopus.com/pages/publications/85113848815

UR - https://www.scopus.com/pages/publications/85113848815#tab=citedBy

U2 - 10.1016/j.tetlet.2021.153361

DO - 10.1016/j.tetlet.2021.153361

M3 - Article

AN - SCOPUS:85113848815

SN - 0040-4039

VL - 81

JO - Tetrahedron Letters

JF - Tetrahedron Letters

M1 - 153361

ER -

One-pot, two-step synthesis of 3,4-dihydroquinazoline-2(1H)-thiones from o-azidobenzenealdehydes, aryl amines and carbon disulfide

Abstract

ASJC Scopus Subject Areas

Keywords

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