Gold Salts as Alternative\nCatalysts in Promoting Cascade\nCondensation of 2‑Aminobenzaldehydes with Alcohols and Amines

The distinctive features of gold self-relay catalysts\nwere alternatively\nutilized in the intriguing cascade condensation of 2-aminobenzaldehydes\nwith alcohols and amines. Using NaAuCl<sub>4</sub>·2H<sub>2</sub>O as a catalyst, a range of 13-alkyloxy-7,11<i>b</i>-dihydro-6<i>H</i>,13<i>H</i>-6,12-[1,2]benzenoquinazolino[3,4-<i>a</i>]quinazoline derivatives was produced in good to high yields\nthrough A<sub>3</sub>B condensation of various 2-aminobenzaldehydes\nwith alcohols. By carefully choosing the reaction conditions, gold\ncatalysis also proved effective for A<sub>2</sub>B condensation with\nprimary aryl- and benzylamines, facilitating the synthesis of challenging\nMcGeachin bisaminals, including a chiral nonracemic derivative of\n2-(<i>S</i>)-methylbenzylamine. The mild conditions of this\ngold-catalyzed approach may lead to new advancements in the field.

Publication Details

Journal
Figshare
Published
2024-10-30
DOI
https://doi.org/10.1021/acs.joc.4c02162.s001
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
0.00
Controls
|||
ALL TIME
JAN
FEB
MAR
APR
MAY
JUN
JUL
AUG
SEP
OCT
article

Gold Salts as Alternative\nCatalysts in Promoting Cascade\nCondensation of 2‑Aminobenzaldehydes with Alcohols and Amines

Figshare
Catalytic Alkyne Reactions
article

Gold Salts as Alternative\nCatalysts in Promoting Cascade\nCondensation of 2‑Aminobenzaldehydes with Alcohols and Amines

article en

Abstract

The distinctive features of gold self-relay catalysts\nwere alternatively\nutilized in the intriguing cascade condensation of 2-aminobenzaldehydes\nwith alcohols and amines. Using NaAuCl<sub>4</sub>·2H<sub>2</sub>O as a catalyst, a range of 13-alkyloxy-7,11<i>b</i>-dihydro-6<i>H</i>,13<i>H</i>-6,12-[1,2]benzenoquinazolino[3,4-<i>a</i>]quinazoline derivatives was produced in good to high yields\nthrough A<sub>3</sub>B condensation of various 2-aminobenzaldehydes\nwith alcohols. By carefully choosing the reaction conditions, gold\ncatalysis also proved effective for A<sub>2</sub>B condensation with\nprimary aryl- and benzylamines, facilitating the synthesis of challenging\nMcGeachin bisaminals, including a chiral nonracemic derivative of\n2-(<i>S</i>)-methylbenzylamine. The mild conditions of this\ngold-catalyzed approach may lead to new advancements in the field.

Figshare
Openalex Percentile: Top 61%
Catalytic Alkyne Reactions
AI Navigator

Ask Laika to Summarize, Analyze, and Connect papers live on the map.

Summarize Papers & Methodologies

Extract key findings, datasets, and comparative methods across publications.

Benchmark Rankings & Visual Analytics

Rank top research institutions, authors, funders, topics, and journals by Field-Weighted Citation Impact (FWCI) and paper volume with instant charts.

Connect Distant Disciplines

Bridge topological clusters on the map to find hidden collaborative intersections.