35732-80-0Relevant academic research and scientific papers
Ready Access to Densely Substituted Furans Using Tsuji-Wacker-Type Cyclization
Masal, Dattatraya P.,Choudhury, Rahul,Singh, Aman,Reddy, D. Srinivasa
, p. 556 - 568 (2022/01/14)
A competent method for the construction of highly substituted furans catalyzed by Pd(II) and Cu(II) chloride has been developed. The method provides easy access to di-, tri-, and tetrasubstituted furans from corresponding diols with relatively mild condit
Studies towards iodine-catalyzed dehydrative-cycloisomerization of pent-4-yne-1,2-diols to di- and tri-substituted furans
Rao, H. Surya Prakash,Satish, Vijjapu,Kanniyappan, Silambarasan,Kumari, Priyanka
, p. 6047 - 6056 (2018/09/11)
An efficient and single-step iodine catalyzed and metal-free synthesis of di and tri-substituted 2-methylfuran derivatives were achieved from 1-popargyl-1,2-diols. Stereospecific synthesis of starting 1,2-diols was achieved by indium mediated Barbier type
Synthesis of substituted phenanthrofurans
Chan, Chieh-Kai,Chen, Yi-Chia,Chen, Yeh-Long,Chang, Meng-Yang
, p. 9187 - 9195 (2015/11/27)
A three-step protocol toward phenanthrofurans 1 starting with deoxybenzoins 3 is developed with moderate to good yield. A facile process is carried out for the (1) α-propargylation of 3 with NaH and propargyl bromide 2 in refluxing THF, (2) Bi(OTf)3-mediated cycloisomerization of γ-ynones 4 with 4 ? molecular sieves in MeNO2 at rt, and (3) photolytic Scholl annulation of 2,3-diarylfurans 5 with I2 in EtOAc at rt. The key structures of 1 are confirmed by X-ray crystallographic analysis.
Successively recycle waste as catalyst: A one-pot wittig/1,4-reduction/paal-knorr sequence for modular synthesis of substituted furans
Chen, Long,Du, Yi,Zeng, Xing-Ping,Shi, Tao-Da,Zhou, Feng,Zhou, Jian
supporting information, p. 1557 - 1560 (2015/03/30)
A one-pot tandem Wittig/conjugate reduction/Paal-Knorr reaction is reported for the synthesis of di- or trisubstituted furans. This novel sequence first demonstrates the possibility of successively recycling waste from upstream steps to catalyze downstream reactions.
Bronsted acid-catalyzed cycloisomerization of but-2-yne-1,4-diols with or without 1,3-dicarbonyl compounds to tri- and tetrasubstituted furans
Mothe, Srinivasa Reddy,Lauw, Sherman Jun Liang,Kothandaraman, Prasath,Chan, Philip Wai Hong
experimental part, p. 6937 - 6947 (2012/10/07)
A Bronsted acid-catalyzed method to prepare tri- and tetrasubstituted furans efficiently from cycloisomerization of but-2-yne-1,4-diols with or without 1,3-dicarbonyl compounds is described. By taking advantage of the orthogonal modes of reactivity of the alcoholic substrate through slight modification of the reaction conditions, a divergence in product selectivity was observed. At room temperature, p-TsOH?H 2O-mediated tandem alkylation/cycloisomerization of the propargylic 1,4-diol with the β-dicarbonyl compound was found to selectively occur to provide the tetrasubstituted furan product. On the other hand, increasing the reaction temperature to 80 °C was discovered to result in preferential p-TsOH?H2O-catalyzed dehydrative rearrangement of the unsaturated alcohol and formation of the 2,3,5-trisubstituted furan adduct.
POLAR CYCLOADDITION OF α-ACYL-α-CHLOROSULFIDES WITH ALKYNES. NOVEL ONE-STEP SYNTHESES OF FURANS AND 2-FURANONES
Ishibashi, H.,Akai, S.,Choi, H.-D.,Nakagawa, H.,Tamura, Y.
, p. 3877 - 3878 (2007/10/02)
++2> Polar cycloaddition of a α-chloro-α-(methylthio)acetone (1) and methyl α-chloro-α-(methylthio)acetate (2) with alkynes in the presence of Lewis acid afford the furan derivative (4) and the 2-furanone derivative (6 or 8), respectively.
