Synthetic Strategies for Rare Cannabinoids Derived from Cannabis sativa

GN Nguyen, EN Jordan, O Kayser - Journal of natural products, 2022 - ACS Publications
Efficient syntheses of eight key cannabinoids were established and optimized. Predominant
cannabinoids such as cannabigerol (CBG-C5) and cannabidiol (CBD-C5) were prepared …

Iodine-catalyzed direct C–H alkenylation of azaheterocycle N-oxides with alkenes

Z Zhang, C Pi, H Tong, X Cui, Y Wu - Organic letters, 2017 - ACS Publications
An efficient and regioselective alkenylation of azaheterocycle N-oxides with alkenes
catalyzed by iodine under metal-and external oxidant-free reaction conditions has been …

Diterpenoids of terrestrial origin

JR Hanson - Natural product reports, 2017 - pubs.rsc.org
Covering: January to December, 2016 previous review Nat. Prod. Rep., 2016, 33, 1227–
1238 This review covers the isolation and chemistry of diterpenoids from terrestrial as …

Modular and selective synthesis of pyrazolo-azepino-centred polycyclic aromatic and non-aromatic architectures

T Chen, JT Ma, XL Chen, Y Zhou, ZC Yu… - Organic Chemistry …, 2023 - pubs.rsc.org
The pyrazolo-azepino-centred polyheterocyclic fused system is a privileged scaffold, but it
lacks an effective synthetic approach, with modular synthesis being even more scarce …

One-pot total synthesis of cannabinol via iodine-mediated deconstructive annulation

D Caprioglio, D Mattoteia, A Minassi, F Pollastro… - Organic …, 2019 - ACS Publications
The thermal degradation of cannabichromene (CBC, 3) is dominated by cationic reactions
and not by the pericyclic rearrangements observed in model compounds. The rationalization …

p‐Menthadienes as Biorenewable Feedstocks for a Monoterpene‐Based Biorefinery

JD Tibbetts, SD Bull - Advanced Sustainable Systems, 2021 - Wiley Online Library
A terpene‐based biorefinery is described that uses crude sulfate turpentine (CST) and gum
turpentine (GT) to produce mixtures of p‐menthadienes (p‐MeDs) as biorenewable terpene …

Hydroarylation of Alkenes by Protonation/Friedel–Crafts Trapping: HFIP-Mediated Access to Per-aryl Quaternary Stereocenters

CDT Nielsen, AJP White, D Sale, J Bures… - The Journal of …, 2019 - ACS Publications
Upon treatment with a combination of HFIP and an organic sulfonic acid, alkenes behave as
Brønsted bases and protonate to give carbocations which can be trapped by electron-rich …

Iodine-Promoted Aromatization of p-Menthane-Type Phytocannabinoids

F Pollastro, D Caprioglio, P Marotta… - Journal of natural …, 2017 - ACS Publications
Treatment with iodine cleanly converts various p-menthane-type phytocannabinoids and
their carboxylated precursors into cannabinol (CBN, 1a). The reaction is superior to …

Gold-Catalyzed Oxidation Terminal Alkyne: An Approach to Synthesize Substituted Dihydronaphthalen-2(1H)-ones and Phenanthrenols

HB Ling, ZS Chen, F Yang, B Xu… - The Journal of organic …, 2017 - ACS Publications
A facile gold-catalyzed oxidation terminal alkynes to synthesize substituted
dihydronaphthalen-2 (1 H)-ones 3 and phenanthrenols 5 was realized. Various useful …

Novel insect antifeedant and ixodicidal nootkatone derivatives

A Galisteo Pretel, H Pérez del Pulgar, AS Olmeda… - Biomolecules, 2019 - mdpi.com
Naturally occurring nootkatone, with reported insecticidal and acaricidal properties, has
been used as a lead to generate molecular diversity and, consequently, new insect …