107971-34-6Relevant academic research and scientific papers
An efficient catalytic sulfonyloxylactonization of alkenoic acids using hypervalent iodine(III) reagent
Yan, Jie,Wang, Hong,Yang, Zhenping,He, Yan
, p. 2669 - 2672 (2009)
A novel and efficient catalytic method for sulfonyloxylactonization of alkenoic acids is reported. (Diacetoxyiodo)benzene could be used as a recyclable catalyst in combination with m-chloroperbenzoic acid as an oxidant in the presence of sulfonic acid to
Acetic Acid as a Highly Reactive and Easily Separable Catalyst for the Oxidative Cleavage of Tetrahydrofuran-2-methanols to γ-Lactones
Yakura, Takayuki,Fujiwara, Tomoya,Nishi, Hideyuki,Nishimura, Yushi,Nambu, Hisanori
supporting information, p. 2316 - 2320 (2018/10/20)
[4-Iodo-3-(isopropylcarbamoyl)phenoxy]acetic acid was developed as a highly reactive and easily separable catalyst for the oxidative cleavage of tetrahydrofuran-2-methanols to γ-lactones in the presence of Oxone (2KHSO 5 ·KHSO 4 ·K 2 SO 4) as the co-oxidant. The reactivity of this new catalyst was considerably greater than that of our previously reported catalyst, 2-iodo-N-isopropylbenzamide. The new catalyst and product were easily separated by only liquid-liquid separation without chromatography. In addition, using a mixture of nitromethane and N, N-dimethylformamide as the solvent and heating enabled a low catalyst loading, a short reaction time, and high product yield. Oxidative cleavage using the new catalyst can be used as a practical and efficient method for synthesizing γ-lactones.
Efficient Oxidative Cleavage of Tetrahydrofuran-2-methanols to γ-Lactones by a 2-Iodobenzamide Catalyst in Combination with Oxone
Yakura, Takayuki,Horiuchi, Yuto,Nishimura, Yushi,Yamada, Akihiro,Nambu, Hisanori,Fujiwara, Tomoya
, p. 869 - 873 (2016/04/05)
An environmentally friendly oxidative cleavage of tetrahydrofuran-2-methanols to the corresponding γ-lactones using a catalytic amount of 2-iodo-N-isopropylbenzamide has been developed. The reaction of various tetrahydrofuran-2-methanols with the catalyst in the presence of Oxone (2 KHSO5·KHSO4·K2SO4) as a co-oxidant in DMF at room temperature successfully affords the corresponding lactones in good to high yields, and recovery of the catalyst is readily accomplished using a reductive work-up. This method is notable because it enables the transformation of tetrahydrofuran-2-methanols to γ-lactones under mild conditions without the use of any toxic heavy metals.
A novel one-pot sulfonyloxylactonization of alkenoic acids mediated by hypervalent iodine species generated in situ from ammonium iodide
Hu, Jiantao,Zhu, Min,Xu, Yuan,Yan, Jie
, p. 137 - 145 (2014/02/14)
A novel and efficient one-pot procedure was designed for the sulfonyloxylactonization of alkenoic acids by the reaction of alkenoic acids with m-chloroperbenzoic acid and sulfonic acids in the presence of a catalytic amount of ammonium iodide in a mixture acetonitrile/2,2,2-trifluoroethanol (4: 1) at room temperature for 24 h, which provided the corresponding sulfonyloxy lactones in moderate-to-good yields. Copyright
Oxidative transformation of cyclic ethers/amines to lactones/lactams using a DIB/TBHP protocol
Zhao, Yi,Ang, Jascelyn Qian Lin,Ng, Angela Wan Ting,Yeung, Ying-Yeung
, p. 19765 - 19768 (2013/11/06)
A novel C-H oxidation of cyclic ethers and amines to the corresponding lactones and lactams was developed using a DIB/TBHP protocol. The reaction is mild and no metallic reagent is involved. In addition, study shows that the electronic properties of the substituents could affect the selectivity of oxidation. The Royal Society of Chemistry 2013.
Rapid sulfonyloxylactonization of alkenoic acids under microwave and ultrasound irradiation
Gao, Liumian,Li, Li,Zhu, Min
experimental part, p. 953 - 957 (2011/12/15)
Fast and convenient reactions were investigated under microwave and ultrasound irradiation, providing simple methods for sulfonyloxylactonization of alkenoic acids in good yields in a short time. Copyright Taylor & Francis Group, LLC.
Anti-viral compounds
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, (2008/06/13)
Nucleotide analogues having the general formula (I) and pharmaceutically acceptable derivatives: STR1 wherein n is 0 or an integer; X is O or S, CH2, CH-halogen, CH--N3, or C=CH2 ; Q and U are independently selected from: O, S, and CH(Ra) wherein Ra is hydrogen, OH, halogen, N3, NH2, SH, carboxyl, C1-6 alkyl or Ra is CH2 (Rb) wherein Rb is hydrogen, OH, SH, NH2, C1-6 alkyl or carboxyl; or both Q and U are CH when Q and U are linked by a double bond; Z is selected from: O, a C1-6 alkoxy, a C1-6 thioalkyl, a C1-6 aminoalkyl, (CH2)m wherein m is 0 or an integer, and N(Rc)2 wherein both Rc are independently hydrogen or a C1-6, alkyl; and R2 is a purine or pyrimidine base or an analogue or derivative thereof are disclosed. Members of this series of analogues possess anti-viral activity.
TOSYLOXYLACTONIZATION OF ALKENOIC ACIDS WITH BENZENE
Shah, Mayur,Taschner, Michael J.,Koser, Gerald F.,Rach, Nancy L.
, p. 4557 - 4560 (2007/10/02)
benzene(1) reacts with 3-butenoic, 4-pentenoic, 5-hexenoic and 2-methyl-4-pentenoic acids in CH2Cl2 to give tosyloxyacetones and with trans-3-hexenoic and 2-cyclopenteneacetic acids to give unsaturated lactones. 5-Norbornene-endo-2-carboxylic acid with 1 gives a rearranged lactone while 5-norbornene-endo-2,3-dicarboxylic acid gives a bis-lactone.
