Jatropodagines A and B: Lathyrane Diterpenoid Dimers from Jatropha podagrica, Inducing Paraptosis-Like Cell Death [0.03%]
Qian Zhao,Wen-Tao Zhang,Jian Zhang et al.
Qian Zhao et al.
The first-reported lathyrane diterpenoid dimers, named jatropodagines A (1) and B (2), were isolated from Jatropha podagrica. Compound 1 is a [4 + 2] dimer featuring a spirocyclic five-membered ring, while compound 2 features a unique 3/11/...
3-Substituted Lawsones from Indanone Chalcones: Application of the House-Meinwald Rearrangement (HMR) for Chemoselective Ring Expansion [0.03%]
Mohan Banyangala,Jayamurthy Purushothaman,Sasidhar B Somappa
Mohan Banyangala
3-Substituted lawsones were synthesized via a chemoselective HMR-enabled ring expansion of indanone substrates. The transformation proceeds through epoxidation, quinone methide-type intermediate formation, ring expansion, and benzylic sp3 C...
Sc(OTf)3-Catalyzed Diastereoselective [3 + 3] Cycloaddition of Chiral Bicyclo[1.1.0]butanyl Imides and Nitrones [0.03%]
Zong-Ku Sima,Subarna Jyoti Kalita,Yi-Chao Li et al.
Zong-Ku Sima et al.
A chiral-auxiliary-induced asymmetric synthesis of 2-oxa-3-azabicyclo[3.1.1]heptanes is described. This approach employs a new class of chiral bicyclo[1.1.0]butanes incorporating an (S)-4-benzyl-2-oxazolidinone auxiliary as the key chiral c...
Bifunctional 2-Aminopyridine-Catalyzed Aza-Friedel-Crafts/Oxa-6π Cascade: Synthesis of 2,2-Disubstituted Chromenes [0.03%]
Azzharuddin Sardar,Shreya Halder,Dinesh Singh et al.
Azzharuddin Sardar et al.
In this study, we present an efficient organocatalytic one-pot strategy for the synthesis of 2-gem-dialkyl/aryl chromenes using a bifunctional 2-aminopyridine catalyst. The reaction employs inexpensive phenols and β,β-disubstituted enals ...
Kyra L Samony,Jabez Z Thullaprambil,Rifat N Nabi et al.
Kyra L Samony et al.
The direct introduction of fluorinated functional groups into small molecules remains one of the most powerful chemical transformations toward synthesizing biologically active compounds. Heteroaromatics are particularly significant scaffold...
Chalcogen-Bonding Catalysis Approach to Intermolecular Ring-Opening Carbonyl-Olefin Metathesis [0.03%]
Baojie Yu,Yao Wang
Baojie Yu
While carbonyl-olefin metathesis has emerged as an important type of reaction, cycloalkenes have shown no or low reactivity toward aldehydes under strong Lewis or Brønsted acid catalysis. Herein, we report that, enabled by chalcogen-bondin...
Jun Fang,William Parisot,Phannarath Phansavath et al.
Jun Fang et al.
Herein is described a convenient cobalt-catalyzed [2+2+2] cycloaddition of alkynyl yndiamides with nitriles. This regioselective reaction provides access to 39 novel valuable 2,3-dihydro-1H-pyrrolo[2,3-c]pyridin-7-amine or (1,2,3,4-tetrahyd...
Remote Stereocontrol in Aryl/Alkyl C-H Insertion Reactions of Rhodium Carbenes: Assembly of Pseudorigidols A and B [0.03%]
Linda Ung,Sarah N Dishman,Sophia Zhang et al.
Linda Ung et al.
The first total syntheses of pseudorigidols A and B are reported. Our syntheses employ a rhodium-catalyzed C-H insertion reaction to build the tricyclic core. The catalyst screen revealed the influence of a remote stereogenic center on the ...
Tandem 1,3-Dipolar Cycloaddition/Rearrangement of Nitronates with Cyclooctyne for the Diastereoselective Synthesis of Spiroaziridine Derivatives [0.03%]
Polina I Maksakova,Roman S Malykhin,Alexander A Lukoyanov et al.
Polina I Maksakova et al.
The 1,3-dipolar cycloaddition of cyclic nitronates (5,6-dihydro-4H-1,2-oxazine N-oxides) with cyclooctyne affords oxazine-annulated spiroaziridine derivatives in mild conditions with high yields and diastereoselectivity via consecutive stra...
Vinutha K Venkatareddy,Abhijeet V Kamble,Malakalapalli Rajeswara Rao
Vinutha K Venkatareddy
We report imidazole-linked quinoidal constitutional isomers with aryl substituents connected at the 2,2'- (I1a) and 4,4'-positions (I2a-I2c), enabling systematic modulation of diradical character through positional isomerism. Despite identi...