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関連する概念動画

Preparation of Diols and Pinacol Rearrangement01:57

Preparation of Diols and Pinacol Rearrangement

Compounds bearing two hydroxyl groups are known as diols. When the hydroxyl groups are located on adjacent carbon atoms, the diols are called vicinal diols or glycols. Under acidic conditions, vicinal diols undergo a specific reaction called pinacol rearrangement.
The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.
Cycloaddition Reactions: Overview01:16

Cycloaddition Reactions: Overview

Cycloadditions are one of the most valuable and effective synthesis routes to form cyclic compounds. These are concerted pericyclic reactions between two unsaturated compounds resulting in a cyclic product with two new σ bonds formed at the expense of π bonds. The [4 + 2] cycloaddition, known as the Diels–Alder reaction, is the most common. The other example is a [2 + 2] cycloaddition.
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction01:16

[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction

The Diels–Alder reaction is an example of a thermal pericyclic reaction between a conjugated diene and an alkene or alkyne, commonly referred to as a dienophile. The reaction involves a concerted movement of six π electrons, four from the diene and two from the dienophile, forming an unsaturated six-membered ring. As a result, these reactions are classified as [4+2] cycloadditions.
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry01:29

Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry

Diels–Alder reactions between cyclic dienes locked in an s-cis configuration and dienophiles yield bridged bicyclic products.
Pericyclic Reactions: Introduction01:17

Pericyclic Reactions: Introduction

Pericyclic reactions are organic reactions that occur via a concerted mechanism without generating any intermediates. The reactions proceed through the movement of electrons in a closed loop to form a cyclic transition state, where rearrangement of the σ and π bonds yields specific products.
Pericyclic reactions can be classified into three categories: electrocyclic reactions, cycloaddition reactions, and sigmatropic rearrangements. Electrocyclic reactions and sigmatropic rearrangements are...
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry01:28

Diels–Alder Reaction Forming Cyclic Products: Stereochemistry

The Diels–Alder reaction is one of the robust methods for synthesizing unsaturated six-membered rings. The reaction involves a concerted cyclic movement of six π electrons: four π electrons from the diene and two π electrons from the dienophile.

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Updated: May 15, 2026

Synthesis of Indoxyl-glycosides for Detection of Glycosidase Activities
09:10

Synthesis of Indoxyl-glycosides for Detection of Glycosidase Activities

Published on: May 27, 2015

Pd(0) を媒介するインドル (マクロ) サイクリング反応.

Steven P Breazzano1, Yam B Poudel, Dale L Boger

  • 1Department of Chemistry and the Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.

Journal of the American Chemical Society
|January 10, 2013
PubMed
まとめ
この要約は機械生成です。

ラロック・インドル無効化は,インドルを埋め込んだ周期性およびマクロサイクル性化合物を合成するための汎用的な方法である. この研究は,新しい触媒変種と強力なパラジウム触媒システムを明らかにし,その有用性を拡大します.

さらに関連する動画

A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones
07:30

A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones

Published on: January 21, 2020

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
14:11

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach

Published on: June 10, 2021

関連する実験動画

Last Updated: May 15, 2026

Synthesis of Indoxyl-glycosides for Detection of Glycosidase Activities
09:10

Synthesis of Indoxyl-glycosides for Detection of Glycosidase Activities

Published on: May 27, 2015

A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones
07:30

A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones

Published on: January 21, 2020

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
14:11

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach

Published on: June 10, 2021

科学分野:

  • 有機化学 オーガニック・ケミストリー
  • 合成化学 合成化学とは

背景:

  • ラロック・インドール無効化は,有機合成における重要な反応である.
  • マクロサイクライゼーションおよび複雑な分子合成におけるその応用は,さらなる調査を必要としています.

研究 の 目的:

  • マクロサイクライゼーションのためのラロックインドール無効化を体系的に研究する.
  • クロロロペプチンI/II環系と非自然な同位体合成におけるその有用性を調査する.
  • その応用を分子内循環に拡張し,触媒的変種を開発する.

主な方法:

  • ラロック・インドール無効化範囲の体系的な調査.
  • マクロサイクライゼーションと分子内サイクライゼーションの応用.
  • Pd{2}{3}{4}{3}の触媒システムを備えた触媒変種の開発と評価.

主要な成果:

  • Larockのインドル無効化は,インドルを含む多様なサイクルおよびマクロサイクルシステムを合成するのに有効です.
  • この方法は,様々な機能群を許容し,28個までのリングサイズに対応しています.
  • 新しい触媒変種と強力なパラジウム触媒システムが開発され,反応性と触媒を向上させました.

結論:

  • ラロック・インドル無効化は,インドルを含むマクロサイクル合成のための強力で汎用的な方法である.
  • この研究は,触媒的変種と最適化された条件を導入し,その合成有用性を拡張します.
  • この発見は,複雑なサイクル構造を構成するための既存のクロスカップリング反応を補完するものである.