Advances in the Synthesis of 1,3‐Disubstituted Ferrocene Derivatives: From Stoichiometric to Catalytic Methods
Wiley Online Library » Asian Journal of Organic Chemistry
by Javier Santamaría, Patricia García-Martínez, Luis A. López
17h ago
Asian Journal of Organic Chemistry, Accepted Article ..read more
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Mechanism and Origins of Nucleophile‐Controlled Regioselectivity of Palladium‐Catalyzed Allylic C‐H Amination of 1,4‐Dienes: A Computational Study
Wiley Online Library » Asian Journal of Organic Chemistry
by Mengyao Zhang, Shiyu Wang, Hongli Wu, Genping Huang
4d ago
Density functional theory calculations have been conducted to investigate the palladium-catalyzed allylic C-H amination of 1,4-dienes with commonly available amines. The computations indicate that the reaction begins with the allylic C-H bond cleavage through the concerted proton and two-electron transfer process to forge the h3-allyl Pd(II) species. The ensuing C-N bond formation was found to be highly dependent on the basicity of the nucleophile, enabling the regioselectivity switch upon change of the nucleophile. With the weakly basic aromatic amine, the reacti ..read more
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A Simple Conversion of Aldoximes to Nitriles Using Thiourea Dioxide
Wiley Online Library » Asian Journal of Organic Chemistry
by Peidong Song, Zhe Cui, Tingting Meng, Haojie Rong, Mingzhen Mao, Cuifeng Yang
4d ago
Thiourea dioxide (TDO) has been demonstrated to be an efficient reagent for the transformation of aromatic, heteroaromatic, alkenyl and aliphatic aldoximes to respective nitriles in excellent yields. Furthermore, this method has been applied to the synthesis of fungicide cyazofamid from a commercial precursor using TDO as a pivotal dehydrating and reducing reagent. This new procedure offers simple and easily reproducible technique for nitrile synthesis and highlights the synthetic utility of TDO as a versatile reagent in organic chemistry ..read more
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Multi‐dentate Phosphine Ligand Derived from Cyclotetrasiloxane and Its Application in Palladium‐Catalyzed Alkoxycarbonylation of Alkenes
Wiley Online Library » Asian Journal of Organic Chemistry
by Mengli Liu, Fei Xue, Chuanzhi Xu, Fang Wang, Zhen Li, Bo Zeng, Chungu Xia
1w ago
The development of phosphine ligands continues to be essential for palladium-catalyzed homogeneous carbonylation reactions, particularly in achieving high regioselectivity. In this study, a cyclosiloxane-based multi-dentate phosphine ligand, L1 (V4-4Ph2P), characterized by its high thermal stability and oxidation resistance, was synthesized though the radical addition of secondary phosphines to the double bonds of tetravinyltetramethylcyclotetrasiloxane. L1 was then used in the Pd-catalyzed alkoxycarbonylation of a variety of olefines, including terminal and internal alkenes, cyclic alkenes, a ..read more
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Decarboxylative Iodination of Coumarin‐3‐carboxylic Acids: A Facile Access to 3‐Iodocoumarins
Wiley Online Library » Asian Journal of Organic Chemistry
by Vandana Thotathil, Naheed Sidiq, Souha Idoudi, Raed Mohammed Al-Zoubi, Mohanad Gh. Shkoor, Abdulilah Dawoud Bani-Yaseen
1w ago
A straightforward protocol for the direct conversion of readily available coumarin-3-carboxylic acids to the corresponding 3-iodocoumarins is described herein. Heating acetonitrile solution of coumarin-3-carboxylic acids, molecular iodine and potassium hydrogen phosphate resulted in the decarboxylative iodination of coumarin-3-carboxylic acids via radical mechanism.  Various electron rich and electron poor coumarin-3-carboxylic acids were compatible with the established reaction conditions and consequently afforded the corresponding 3-iodocoumarins in (46-93%) reaction yields with minimum ..read more
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Synthesis and Properties of Fused Polycyclic Donor–Acceptor Compounds Containing Carbazole and Diazapyrene Skeletons
Wiley Online Library » Asian Journal of Organic Chemistry
by Suzuho Kurimoto, Yoshimitsu Tachi, Masatoshi Kozaki
1w ago
Fused polycyclic aromatic compounds containing carbazole and diazapyrene skeletons as electron donors and acceptors, respectively, were synthesized in a few steps from readily accessible starting materials. The incorporation of diazapyrene units into the polycyclic compounds resulted in significant bathochromic shifts in their absorption and emission bands compared to those of the corresponding carbazole derivatives. Electrochemical measurements and density functional theory calculations were performed to gain further insight into their electronic properties. Our findings demonstrate that the ..read more
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Trifluoromethylation Strategies of Alcohols and Phenols
Wiley Online Library » Asian Journal of Organic Chemistry
by Ravi Pratap Singh, Tanay Ghoshal, Vivek Mishra
1w ago
In this review, we present a comprehensive update on the latest trifluoromethylation protocols for alcohols, highlighting the significant advancements and innovative strategies in this rapidly evolving field. Given the prevalence of hydroxyl groups in pharmaceutical compounds, there is a heightened interest in synthesizing functionalized organic molecules through the -CF3 functionalization of parent alcohols. Recent developments have introduced intriguing methods such as O-trifluoromethylation, dehydroxylative trifluoromethoxylation, deoxytrifluoromethylation, and oxytrifluoromethylation of re ..read more
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Front Cover: Total Synthesis of Eutyscoparol A and Violaceoid C (Asian J. Org. Chem. 7/2024)
Wiley Online Library » Asian Journal of Organic Chemistry
by Takatsugu Murata, Takuto Iwayama, Teppei Kuboki, Shotaro Taguchi, Shou Tsugawa, Takumi Yoshida, Hisazumi Tsutsui, Ayana Shimauchi, Yukiho Kosaka, Isamu Shiina
1w ago
In article number e202400148, Takatsugu Murata, Isamu Shiina, and co-workers accomplished the total syntheses of eutyscoparol A and violaceoid C via violaceoid A. The synthesis is facilitated by the desymmetrization strategy. The symmetric skeleton of quinol intermediates is shown in the cover picture with a motif of star signs. As a shooting star, the molecule is desymmetrized to key intermediate and it grows up to the eutyscoparol A. In addition, eutyscoparol A is isolated from Eutypella scoparia SCBG-8 that is an endogenous bacterium in Myrtaceae plant. Therefore, Myrtaceae plant is also s ..read more
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Front Cover: Total Synthesis of Eutyscoparol A and Violaceoid C (Asian J. Org. Chem. 7/2024)
Wiley Online Library » Asian Journal of Organic Chemistry
by Takatsugu Murata, Takuto Iwayama, Teppei Kuboki, Shotaro Taguchi, Shou Tsugawa, Takumi Yoshida, Hisazumi Tsutsui, Ayana Shimauchi, Yukiho Kosaka, Isamu Shiina
1w ago
In article number e202400148, Takatsugu Murata, Isamu Shiina, and co-workers accomplished the total syntheses of eutyscoparol A and violaceoid C via violaceoid A. The synthesis is facilitated by the desymmetrization strategy. The symmetric skeleton of quinol intermediates is shown in the cover picture with a motif of star signs. As a shooting star, the molecule is desymmetrized to key intermediate and it grows up to the eutyscoparol A. In addition, eutyscoparol A is isolated from Eutypella scoparia SCBG-8 that is an endogenous bacterium in Myrtaceae plant. Therefore, Myrtaceae plant is also s ..read more
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Unravelling the optoelectronic and biological properties of phenanthroimidazo [1,2‐c] quinazoline‐based donor‐acceptor materials
Wiley Online Library » Asian Journal of Organic Chemistry
by Peng Gao, Prabhu Ganesan, Revathi Ranganathan, Rajadurai Vijay Solomon, Peer Muhamad Noorani, Paramaguru Ganesan, Nooruddin Thajuddin, Anbazhagan Venkattappan, Renganathan Rajalingam
1w ago
Imidazo[1,2-c]quinazoline is widely established as biologically spectral active materials, while their optoelectronic properties were seldom investigated in the literature. In this context, this research work introduced two donors of varying strength, such as triphenylamine (TP) and phenothiazine (PZ) units, into the phenanthroimidazo [1,2-c] quinazoline acceptor unit to form donor-acceptor type luminescence materials such as TPQZ and PZQZ, respectively and were characterized by NMR and mass spectroscopy. Both these materials exhibited intramolecular charge transfer (ICT) type absorption (∼380 ..read more
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