Shared posts

16 Sep 10:55

[ASAP] Silver-Promoted (4 + 1) Annulation of Isocyanoacetates with Alkylpyridinium Salts: Divergent Regioselective Synthesis of 1,2-Disubstituted Indolizines

by Yan Chen, Andrey Shatskiy, Jian-Quan Liu, Markus D. Kärkäs, and Xiang-Shan Wang

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Organic Letters
DOI: 10.1021/acs.orglett.1c02754
28 Aug 01:06

Photomediated ring contraction of saturated heterocycles

by Jurczyk, J., Lux, M. C., Adpressa, D., Kim, S. F., Lam, Y.-h., Yeung, C. S., Sarpong, R.

Saturated heterocycles are found in numerous therapeutics and bioactive natural products and are abundant in many medicinal and agrochemical compound libraries. To access new chemical space and function, many methods for functionalization on the periphery of these structures have been developed. Comparatively fewer methods are known for restructuring their core framework. Herein, we describe a visible light–mediated ring contraction of α-acylated saturated heterocycles. This unconventional transformation is orthogonal to traditional ring contractions, challenging the paradigm for diversification of heterocycles including piperidine, morpholine, thiane, tetrahydropyran, and tetrahydroisoquinoline derivatives. The success of this Norrish type II variant rests on reactivity differences between photoreactive ketone groups in specific chemical environments. This strategy was applied to late-stage remodeling of pharmaceutical derivatives, peptides, and sugars.

22 Feb 01:06

Asymmetric total synthesis of (+)-xestoquinone and (+)-adociaquinones A and B

Chem. Sci., 2021, 12,4747-4752
DOI: 10.1039/D0SC07089K, Edge Article
Open Access Open Access
Xiao-Long Lu, Yuanyou Qiu, Baochao Yang, Haibing He, Shuanhu Gao
The asymmetric total synthesis of (+)-xestoquinone and (+)-adociaquinones A and B was achieved in 6–7 steps using an easily accessible meso-cyclohexadienone derivative.
The content of this RSS Feed (c) The Royal Society of Chemistry
09 Apr 00:58

A general carbonyl alkylative amination for tertiary amine synthesis

by Roopender Kumar

Nature, Published online: 08 April 2020; doi:10.1038/s41586-020-2213-0

A general carbonyl alkylative amination for tertiary amine synthesis
07 Apr 11:56

Ortho C–H arylation of arenes at room temperature using visible light ruthenium C–H activation

Chem. Sci., 2020, 11,4439-4443
DOI: 10.1039/D0SC01289K, Edge Article
Open Access Open Access
Creative Commons Licence&nbsp This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Arunachalam Sagadevan, Anastasios Charitou, Fen Wang, Maria Ivanova, Martin Vuagnat, Michael F. Greaney
A ruthenium-catalyzed ortho C–H arylation process is described using visible light.
The content of this RSS Feed (c) The Royal Society of Chemistry
07 Apr 00:42

Electrochemical oxidative aminocarbonylation of terminal alkynes

by Li Zeng

Nature Catalysis, Published online: 06 April 2020; doi:10.1038/s41929-020-0443-z

Oxidative carbonylation using CO/O2 is an attractive strategy to construct carbonyl compounds, but the explosive limit of the gas mixture hampers its application. Now, this safety issue is overcome in the aminocarbonylation of alkynes by replacing the external oxidant O2 by electrochemistry facilitating a mild and safe reaction.
07 Apr 00:42

[ASAP] Three-Component Borylallenylation of Alkynes: Access to Densely Boryl-Substituted Ene-allenes

by Shang-Hai Yu, Tian-Jun Gong*, and Yao Fu*

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Organic Letters
DOI: 10.1021/acs.orglett.0c00643
07 Apr 00:42

[ASAP] Light-Mediated Asymmetric Aliphatic C–H Alkylation with Hydrogen Atom Transfer Catalyst and Chiral Phosphoric Acid

by Zhen-Yao Dai, Zhong-Sheng Nong, and Pu-Sheng Wang*

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ACS Catalysis
DOI: 10.1021/acscatal.0c00610
06 Apr 02:05

[ASAP] Mechanisms of Nickel-Catalyzed Coupling Reactions and Applications in Alkene Functionalization

by Justin Diccianni, Qiao Lin, and Tianning Diao*

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Accounts of Chemical Research
DOI: 10.1021/acs.accounts.0c00032