- 2-Ethynyl-6-methylthieno[3,2-b]thiophene as an efficient π spacer for porphyrin-based dyes
-
In this study, three donor-π-acceptor (D-π-A) type unsymmetrical porphyrin-based dyes have been designed and synthesized for dye-sensitized solar cells (DSSCs). The photophysical, electrochemical and photovoltaic properties of the dyes were successfully a
- Zhao, Huifang,Long, Jun,Luo, Xi,Zhao, Bin,Tan, Songting
-
-
Read Online
- Metathesis reactions for the synthesis of ring-fused carbazoles
-
The metathesis reaction is used as a key step for the synthesis of the indolo[2,3-α]carbazole core of rebeccamycin 13 and the sulfur analog of furostifoline 21. Using the same methodology for the attempted synthesis of furostifoline, we unexpectedly formed tert-butyl-2a-methyl-1,2,2a,10c- tetrahydro-6H-cyclobuta[c]furo[3,2-α]carbazole-6-carboxylate 26 from the unstable diene, tert-butyl 2-(2-isopropenyl-3-furyl)-3-vinyl-1H-indole-1- carboxylate 25, presumably via a spontaneous π8 electrocyclization reaction.
- Pelly, Stephen C.,Parkinson, Christopher J.,Van Otterlo, Willem A. L.,De Koning, Charles B.
-
-
Read Online
- α-Oxocarboxylic Acids as Three-Carbon Insertion Units for Palladium-Catalyzed Decarboxylative Cascade Synthesis of Diverse Fused Heteropolycycles
-
A novel palladium-catalyzed decarboxylative cascade cyclization for the assembly of diverse fused heteropolycycles by employing α-oxocarboxylic acids as three-carbon insertion units is reported. This protocol enables the synthesis of isoquinolinedione- and indolo[2,1-a]isoquinolinone-fused benzocycloheptanones in moderate to good yields by the use of different aryl iodides, including alkene-tethered 2-iodobenzamides and 2-(2-iodophenyl)-1H-indoles. Notably, the approach achieves simultaneous construction of both six- and seven-membered rings via sequential intramolecular carbopalladation, C-H activation, and decarboxylation.
- Zhou, Liwei,Qiao, Shujia,Zhou, Fengru,Xuchen, Xinyu,Deng, Guobo,Yang, Yuan,Liang, Yun
-
supporting information
p. 2878 - 2883
(2021/05/05)
-
- "one-Pot" Synthesis of γ-Pyrones from Aromatic Ketones/Heteroarenes and Carboxylic Acids
-
Despite the various attractive properties of γ-pyrones, there are still some deficiencies in their synthetic approaches such as lower atom economy, multistep processes, and prefunctionalization of the reagents. In this work, an efficient and simple (CF3CO
- Sun, Xiangyu,Gong, Ming,Huang, Mengmeng,Li, Yabo,Kim, Jung Keun,Kovalev, Vladimir,Shokova, Elvira,Wu, Yangjie
-
p. 15051 - 15061
(2020/12/02)
-
- Formation of substituted 1-naphthols and related products via dimerization of alkyl 3-(o-halo(het)aryl)-oxopropanoates based on a CuI-catalyzed domino C-arylation/condensation/aromatization process
-
Substrates bearing both a β-ketoester moiety and a (het)aryl halide structure element were dimerized to 1-naphthols and related products in the presence of catalytic amounts of CuI in isopropanol. The reaction starts with an intermolecular C-arylation, which is followed by an intramolecular condensation. The final aromatization delivers the highly substituted products with yields up to 81%.
- Weischedel, Heike,Sudheendran, Kavitha,Mikhael, Alevtina,Conrad, Jürgen,Frey, Wolfgang,Beifuss, Uwe
-
p. 3454 - 3467
(2016/06/06)
-
- Molecular structure-intersystem crossing relationship of heavy-atom-free bodipy triplet photosensitizers
-
A thiophene-fused BODIPY chromophore displays a large triplet-state quantum yield (φT = 63.7%). In contrast, when the two thienyl moieties are not fused into the BODIPY core, intersystem crossing (ISC) becomes inefficient and φT remains low (φT = 6.1%). First-principles calculations including spin-orbit coupling (SOC) were performed to quantify the ISC. We found larger SOC and smaller singlet-triplet energy gaps for the thiophene-fused BODIPY derivative. Our results are useful for studies of the photochemistry of organic chromophores.
- Ji, Shaomin,Ge, Jie,Escudero, Daniel,Wang, Zhijia,Zhao, Jianzhang,Jacquemin, Denis
-
p. 5958 - 5963
(2015/06/16)
-
- Direction of 3-bromothiophene acylation with succinyl chloride
-
In the reaction of 3-bromothiophene with succinyl chloride in the presence of AlCl3, a mixture of three isomeric dibromo-substituted 1,4-di(2-thienyl)butane-1,4-diones was formed. The main component was the unsymmetrical 1-(3-bromo-2-thienyl)-4-(4-bromo-2-thienyl)butane-1,4-dione rather than 1,4-di-(3-bromo-2-thienyl)butane-1,4-dione expected according to the orientation rules.
- Smirnov,Afanas'Ev,Prostakishin,Belen'Kii
-
p. 386 - 391
(2013/07/26)
-
- Synthesis and characterization of some novel 3-bromo-2-acetylthiophene chalcones and biological evaluation of their ethyl-4-(3-bromothien-2-yl)-2-oxo- 6-(aryl)cyclohex-3-ene-1-carboxylate derivatives
-
Novel chalcones 1-(3-bromothien-2-yl)-3-(aryl)prop-2-en-1-ones derived from 3-bromo-2-acetylthiophene and their cyclization product with ethylacetoacetate such as 4-(3-bromothien-2-yl)-2-oxo-6-(aryl)cyclohex-3-ene-1-carboxylate derivatives were synthesize
- Ashalatha,Narayana,Vijaya Raj
-
experimental part
p. 1904 - 1919
(2010/02/28)
-
- Synthesis of 2,3-Substituted Thienylboronic Acids and Esters
-
A noncryogenic protocol for the synthesis of 2-substituted 3-thienylboronic acids and esters as well as 3-substituted 2-thienylboronic acids and esters has been developed. Electrophiles were introduced regiospecifically in the 2-position of 2,3-dibromothiophene and in the 3-position of 2-bromo-3-iodothiophene by halogen-magnesium exchange followed by quenching with electrophiles. Palladium-catalyzed borylation of the 2,3-substituted halothiophenes with pinacolborane and P(t-Bu)3 as ligand for Pd produced 9 and 10. The borylation protocol was tolerated by a range of functional groups; however, strongly electron-withdrawing substituents decreased the stability of the thienylboronic acids and esters.
- Christophersen, Claus,Begtrup, Mikael,Ebdrup, Soren,Petersen, Henning,Vedso, Per
-
p. 9513 - 9516
(2007/10/03)
-
- Preparation of benzene, furan, and thiophene analogs of duocarmycin SA employing a newly-devised phenol-forming reaction
-
Five A-ring analogs of duocarmycin SA 9a - e were synthesized in racemic form modifying our second synthetic route toward duocarmycin SA. The problem encountered at the crucial phenol forming step to secure 17a, b from 16a, b under the conventionally used
- Muratake,Hayakawa,Natsume
-
p. 1558 - 1566
(2007/10/03)
-