Article
Chemistry, Multidisciplinary
Johanna Proessdorf, Christian Jandl, Thomas Pickl, Thorsten Bach
Summary: It was found that while 2-alk-omega-enyloxy-sustituted benzaldehydes do not display any photochemical reactivity at the arene core, the respective iminium perchlorates undergo efficient reactions under certain conditions, leading to products with different molecular structures and stereochemical features.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Organic
Xue Li, Heyun Sheng, Qiuling Song
Summary: Here, a new method for synthesizing 2-aminobenzofuran 3-enes through the C-S insertion reaction of alkyne-tethered diazo compounds is reported. Metal carbene, as an active synthetic intermediate, plays a crucial role in organic synthesis. By utilizing the carbene/alkyne metathesis strategy, a novel donor carbene is generated in situ as a key intermediate with distinct reactions from the donor receptor carbene.
Article
Chemistry, Applied
Jiajun Luo, Guohui Zeng, Xiaohui Cao, Biaolin Yin
Summary: In this work, a visible-light-induced [2+2+1] dearomative cascade cyclization of indole/furan alkynes with NaHSO3 has been reported, delivering various highly strained sulfonyl polycycles. Compared to previous methods, this approach eliminates the need for additional sacrificial oxidants and exhibits a wider reaction scope. Preliminary mechanistic studies suggest that the indole moiety initiates the reaction, which proceeds through a single-electron oxidation pathway.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Inorganic & Nuclear
Min Wang, Lingzhi Qiu, Mingyue Cui, Rongqiang Tian, Zheng Duan, Francois Mathey
Summary: The report discusses the synthesis of a series of biphosphirane complexes from phosphiranide complexes, and the intramolecular dimerization of these complexes to yield 1,4-diphosphanorbornane derivatives catalyzed by binuclear Mn-2 (CO)(10). This work highlights the synthetic potential of transforming small phosphiranes to phospha-heterocycles through metal-catalyzed reactions.
Article
Chemistry, Organic
Vijaykumar H. Thorat, Jen-Chieh Hsieh
Summary: Here, we report a new nickel-catalyzed reaction that allows for the intramolecular denitrogenative dual annulation of aryl nitrile-containing 1,2,3-benzotriazine-4(3H)-ones, leading to the synthesis of polycyclic pyrroloquinazolinones. This reaction demonstrates a high tolerance towards a wide variety of substituents and can serve as a critical step in the synthesis of luotonin A, showcasing its high step economy.
Article
Chemistry, Multidisciplinary
Yuhang Chen, Dingcheng Zhang, Mingze Sun, Zhenhua Ding
Summary: The divergent synthesis of isoxazoles and 6H-1,2-oxazines was achieved using a hypervalent fluoroiodane reagent from beta,gamma-unsaturated oximes. The size of the ring formed in the reaction was controlled by the substituents of the substrates and the reaction conditions. The reaction proceeded under mild conditions and provided moderate to good yields.
NEW JOURNAL OF CHEMISTRY
(2022)
Review
Chemistry, Multidisciplinary
Mauro Mato, Allegra Franchino, Cristina Garcia-Morales, Antonio M. Echavarren
Summary: This review provides a comprehensive summary of major advances and discoveries in gold-catalyzed synthesis of highly strained carbocycles, including cyclopropanes, cyclopropenes, cyclobutanes, cyclobutenes, and their heterocyclic or heterosubstituted analogs, demonstrating the powerful application of homogeneous gold catalysis in constructing small ring compounds.
Article
Chemistry, Organic
Guangguang Yang, Mengqian Zhu, Xin Zhao, Jiang Lei, Liang Xu
Summary: A robust synthetic approach has been developed for the rapid assembly of the bridged tricyclic BCD ring system of C-19-diterpenoid alkaloids bearing a characteristic hydroxy group on ring C. The synthesis involves an efficient intramolecular Pauson-Khand reaction and an exclusive anionic 1,2-migration rearrangement to generate the unique bicyclo[3.2.1]octane moiety of the CD-ring on the seven-membered B-ring.
TETRAHEDRON LETTERS
(2021)
Review
Chemistry, Physical
Ting Yao, Jia Li, Chengming Jiang, Changgui Zhao
Summary: The synthesis of enantioenriched medium-sized rings has been a long-standing challenge, but recent progress in asymmetric catalysis has opened up new possibilities for the efficient assembly of these target structures.
Review
Chemistry, Multidisciplinary
Asit Ghosh, Raghunath Dey, Prabal Banerjee
Summary: Small carbo- and heterocycles are versatile building blocks due to their ring strain and ease of synthesis. Combining two different strained rings to form various heterocycles offers exciting possibilities, with one ring serving as a valuable alternative to unsaturated molecules. Despite the potential benefits, this chemistry has not garnered significant attention. This review explores the untapped potential of these different strained ring combinations and provides mechanistic insight into their reactivity in the presence of Lewis acids, opening up a new avenue for heterocycle synthesis.
CHEMICAL COMMUNICATIONS
(2021)
