Synthesis of substituted N-phenylmaleimides and use in a Diels–Alder reaction: a green multi-step synthesis for an undergraduate organic chemistry laboratory

LD Bastin, M Nigam, S Martinus… - … Chemistry Letters and …, 2019 - Taylor & Francis
This paper describes the design and implementation of a minimally hazardous,
environmentally friendly, and energy efficient sequential reaction sequence within a …

The state of organic teaching laboratories

G Horowitz - Journal of chemical education, 2007 - ACS Publications
This review explores the dramatic changes that have taken place in the organic chemistry
laboratory course over the last two to three decades. The most significant changes have …

Microwave-Enhanced Organic Syntheses for the Undergraduate Laboratory: Diels− Alder Cycloaddition, Wittig Reaction, and Williamson Ether Synthesis

MR Baar, D Falcone, C Gordon - Journal of chemical education, 2010 - ACS Publications
Microwave heating enhanced the rate of three reactions typically performed in our
undergraduate organic chemistry laboratory: a Diels− Alder cycloaddition, a Wittig salt …

Microwave-mediated synthesis of lophine: developing a mechanism to explain a product

RD Crouch, JL Howard, JL Zile… - Journal of chemical …, 2006 - ACS Publications
The microwave-mediated preparation of lophine (2, 4, 5-triphenylimidazole) is described.
This experiment allows for an introduction to the emerging technology of microwave …

Microwave-assisted organic synthesis in the organic teaching lab: A simple, greener Wittig reaction

E Martin, C Kellen-Yuen - Journal of chemical education, 2007 - ACS Publications
A greener, microwave-assisted Wittig reaction has been developed for the second-semester
organic teaching laboratory. Utilizing this microwave technique, a variety of styrene …

Some Like It Hot: Experimentally Determining ΔΔH, ΔΔS, and ΔΔG between Kinetic and Thermodynamic Diels–Alder Pathways Using Microwave-Assisted …

C Ieritano, CA Montgomery, JM Goll… - Journal of Chemical …, 2020 - ACS Publications
The effects of kinetic vs thermodynamic control on endo/exo stereoisomer ratios can be
observed in a simple Diels–Alder reaction between N-phenylmaleimide and furan. The use …

A computational experiment of the endo versus exo preference in a Diels–Alder reaction

CN Rowley, TK Woo, NJ Mosey - Journal of Chemical Education, 2009 - ACS Publications
We have developed and tested a computational laboratory that investigates an endo versus
exo Diels–Alder cycloaddition. This laboratory employed density functional theory (DFT) …

Introducing 2D NMR spectroscopy to second-year undergraduate chemistry majors using a building-up approach

AM Anderson-Wile - Journal of Chemical Education, 2016 - ACS Publications
2D NMR spectroscopy techniques are introduced to second-year undergraduate organic
chemistry students using a 3 h classroom activity. By first studying simple organic molecules …

The Synthesis of N-Benzyl-2-azanorbornene via Aqueous Hetero Diels–Alder Reaction. An Undergraduate Project in Organic Synthesis and Structural Analysis

X Sauvage, L Delaude - Journal of chemical education, 2008 - ACS Publications
The synthesis of N-benzyl-2-azanorbornene via aqueous hetero Diels–Alder reaction of
cyclopentadiene and benzyliminium chloride formed in situ from benzylamine hydrochloride …

Extensions of a basic laboratory experiment:[4+ 2] and [2+ 2] cycloadditions

PM Zelisko, HY Amarne, AD Bain… - Journal of chemical …, 2008 - ACS Publications
We describe an extended third-year undergraduate chemistry laboratory exercise in which a
number of techniques and concepts are applied to the same set of chemical reactions. The …