One-pot Mannich/aza-Wittig/deaminative aromatization reactions for the synthesis of 1,2,3,4-tetrahydroacridines and cyclohepta[b]quinolines

Wensheng Zhang; Wei Zheng; Guoqiang Zuo; Xiaole Li; Xiaofeng Zhang; Wei Zhang

doi:10.1039/d2nj04082d

One-pot Mannich/aza-Wittig/deaminative aromatization reactions for the synthesis of 1,2,3,4-tetrahydroacridines and cyclohepta[b]quinolines

Wensheng Zhang
, Wei Zheng
, Guoqiang Zuo
, Xiaole Li
, Xiaofeng Zhang
, Wei Zhang

Chemistry

Jiyuan Vocational and Technical College
University of Massachusetts Boston
Harvard University

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

Abstract

A one-pot synthesis for the preparation of 1,2,3,4-tetrahydroacridines involving a Zr(iv)-catalyzed Mannich reaction of o-azidobenzaldehydes and arylamines with cycloketones, followed by aza-Witting cyclization and deaminative aromatization, is developed. This method can be extended for the synthesis of cyclohepta[b]quinolines.

Original language	English
Pages (from-to)	220-223
Number of pages	4
Journal	New Journal of Chemistry
Volume	47
Issue number	1
DOIs	https://doi.org/10.1039/d2nj04082d
State	Published - Nov 16 2022

ASJC Scopus Subject Areas

Catalysis
General Chemistry
Materials Chemistry

Access to Document

10.1039/d2nj04082d

Cite this

@article{f96a5a9ea67e4100a4d40398b010d64a,

title = "One-pot Mannich/aza-Wittig/deaminative aromatization reactions for the synthesis of 1,2,3,4-tetrahydroacridines and cyclohepta[b]quinolines",

abstract = "A one-pot synthesis for the preparation of 1,2,3,4-tetrahydroacridines involving a Zr(iv)-catalyzed Mannich reaction of o-azidobenzaldehydes and arylamines with cycloketones, followed by aza-Witting cyclization and deaminative aromatization, is developed. This method can be extended for the synthesis of cyclohepta[b]quinolines.",

author = "Wensheng Zhang and Wei Zheng and Guoqiang Zuo and Xiaole Li and Xiaofeng Zhang and Wei Zhang",

note = "Publisher Copyright: {\textcopyright} 2023 The Royal Society of Chemistry.",

year = "2022",

month = nov,

day = "16",

doi = "10.1039/d2nj04082d",

language = "English",

volume = "47",

pages = "220--223",

journal = "New Journal of Chemistry",

issn = "1144-0546",

publisher = "Royal Society of Chemistry",

number = "1",

}

TY - JOUR

T1 - One-pot Mannich/aza-Wittig/deaminative aromatization reactions for the synthesis of 1,2,3,4-tetrahydroacridines and cyclohepta[b]quinolines

AU - Zhang, Wensheng

AU - Zheng, Wei

AU - Zuo, Guoqiang

AU - Li, Xiaole

AU - Zhang, Xiaofeng

AU - Zhang, Wei

PY - 2022/11/16

Y1 - 2022/11/16

N2 - A one-pot synthesis for the preparation of 1,2,3,4-tetrahydroacridines involving a Zr(iv)-catalyzed Mannich reaction of o-azidobenzaldehydes and arylamines with cycloketones, followed by aza-Witting cyclization and deaminative aromatization, is developed. This method can be extended for the synthesis of cyclohepta[b]quinolines.

AB - A one-pot synthesis for the preparation of 1,2,3,4-tetrahydroacridines involving a Zr(iv)-catalyzed Mannich reaction of o-azidobenzaldehydes and arylamines with cycloketones, followed by aza-Witting cyclization and deaminative aromatization, is developed. This method can be extended for the synthesis of cyclohepta[b]quinolines.

UR - https://www.scopus.com/pages/publications/85143902033

UR - https://www.scopus.com/pages/publications/85143902033#tab=citedBy

U2 - 10.1039/d2nj04082d

DO - 10.1039/d2nj04082d

M3 - Article

AN - SCOPUS:85143902033

SN - 1144-0546

VL - 47

SP - 220

EP - 223

JO - New Journal of Chemistry

JF - New Journal of Chemistry

IS - 1

ER -

One-pot Mannich/aza-Wittig/deaminative aromatization reactions for the synthesis of 1,2,3,4-tetrahydroacridines and cyclohepta[b]quinolines

Abstract

ASJC Scopus Subject Areas

Access to Document

Other files and links

Fingerprint

Cite this