Scaffold hopping by net photochemical carbon deletion of azaarenes

J Woo, AH Christian, SA Burgess, Y Jiang, UF Mansoor… - Science, 2022 - science.org
Discovery chemists routinely identify purpose-tailored molecules through an iterative
structural optimization approach, but the preparation of each successive candidate in a …

[HTML][HTML] Isosorbide and dimethyl carbonate: a green match

F Aricò, P Tundo - Beilstein Journal of Organic Chemistry, 2016 - beilstein-journals.org
In this review the reactivity of the bio-based platform compounds D-sorbitol and isosorbide
with green reagents and solvent dimethyl carbonate (DMC) is reported. Dehydration of D …

Synthesis of CF3-Containing Spirocyclic Indolines via a Red-Light-Mediated Trifluoromethylation/Dearomatization Cascade

L Mei, J Moutet, SM Stull… - The Journal of Organic …, 2021 - ACS Publications
A red-light-mediated nPr-DMQA+-catalyzed cascade intramolecular trifluoromethylation and
dearomatization of indole derivatives with Umemoto's reagent has been developed. This …

Synthesis of Bulky N‐Acyl Heterocycles by DMAPO/Boc2O‐Mediated One‐Pot Direct N‐Acylation of Less Nucleophilic N‐Heterocycles with α‐Fully Substituted …

A Umehara, S Shimizu, M Sasaki - Advanced Synthesis & …, 2023 - Wiley Online Library
This report describes a general method for the one‐pot direct N‐acylation of N‐heterocycles
using our previously developed 4‐(N, N‐dimethylamino) pyridine N‐oxide (DMAPO)/di‐tert …

DMAPO/Boc2O‐Mediated One‐Pot Direct N‐Acylation of Less Nucleophilic N‐Heterocycles with Carboxylic Acids

A Umehara, S Shimizu, M Sasaki - ChemCatChem, 2023 - Wiley Online Library
In contrast to the considerable progress in the development of methodologies for amide
bond formation in amines, the development of direct N‐acylation of less nucleophilic N …

N-Heteroaryl Carbamates from Carbon Dioxide via Chemoselective Superbase Catalysis: Substrate Scope and Mechanistic Investigation

JK Mannisto, L Pavlovic, J Heikkinen, T Tiainen… - ACS …, 2023 - ACS Publications
We report a mild superbase-catalyzed and nitrogen-selective carboxylation of N-heteroaryls,
with subsequent alkylation enabling the synthesis of drug-like O-alkyl carbamates in good …

Total synthesis of (−)-strempeliopine

X Zeng, DL Boger - Journal of the American Chemical Society, 2021 - ACS Publications
A total synthesis of (−)-strempeliopine is disclosed that enlists a powerful SmI2-mediated
and BF3· OEt2-initiated dearomative transannular radical cyclization onto an indole by an N …

Activity and Biocatalytic Potential of an Indolylamide Generating Thioesterase

W Zhong, ZL Budimir, LO Johnson, EI Parkinson… - Organic …, 2024 - ACS Publications
The chemical synthesis of N-acyl indoles is hindered by the poor nucleophilicity of indolic
nitrogen, necessitating the use of strongly basic reaction conditions that encumber …

Practical Chemoselective Acylation: Organocatalytic Chemodivergent Esterification and Amidation of Amino Alcohols with N‐Carbonylimidazoles

H Nelson, W Richard, H Brown, A Medlin… - Angewandte …, 2021 - Wiley Online Library
Chemoselective transformations are a cornerstone of efficient organic synthesis; however,
achieving this goal for even simple transformations, such as acylation reactions, is often a …

Synthesis of five-and six-membered heterocycles by dimethyl carbonate with catalytic amounts of nitrogen bicyclic bases

F Arico, S Evaristo, P Tundo - Green Chemistry, 2015 - pubs.rsc.org
A catalytic amount of a nitrogen bicyclic base, ie, DABCO, DBU or TBD, is effective for the
one-pot synthesis of heterocycles from 1, 4-, 1, 5-diols and 1, 4-bifunctional compounds via …