54518-02-4Relevant articles and documents
COMPOSITIONS AND METHODS FOR THE TREATMENT OF NEURODEGENERATIVE DISEASES
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Page/Page column 57-58, (2021/07/17)
Provided herein are compounds of Formula I and their salts, and compositions thereof that are useful for modulating neutral sphingomyelinase 2 (n-SMase2) and/or acetylcholinesterase (AChE) in cells. Also disclosed herein are methods of using the disclosed
Synthesis of C3-Methyl-Substituted Pyrroloindolines and Furoindolines via Cascade Dearomatization of Indole Derivatives with Methyl Iodide
Yi, Ji-Cheng,Liu, Chuan,Dai, Li-Xin,You, Shu-Li
supporting information, p. 2975 - 2979 (2017/11/14)
A highly efficient method for constructing C3-methyl-substituted pyrroloindolines and furoindolines via cascade dearomatization reaction of indole derivatives with methyl iodide was developed. This protocol offers a direct approach to a wide range of C3 methyl substituted pyrroloindolines under mild conditions. The utility of this method was further demonstrated in the concise synthesis of (±)-esermethol.
Domino Rh-catalyzed hydroformylation-double cyclization of o-amino cinnamyl derivatives: Applications to the formal total syntheses of physostigmine and physovenine
Chiou, Wen-Hua,Kao, Chien-Lun,Tsai, Jui-Chi,Chang, Yun-Man
, p. 8232 - 8234 (2013/09/12)
A parallel, versatile and efficient route to synthesis of pyrrolidinoindoline and tetrahydrofuranoindoline alkaloids from cinnamyl derivatives has been developed, featuring a domino Rh-catalyzed hydroformylation-double cyclization sequence. This method can be applied to the syntheses of anti-Alzheimer drugs such as physostigmine and physovenine.
Exploration of the interrupted Fischer indolization reaction
Schammel, Alex W.,Boal, Ben W.,Zu, Liansuo,Mesganaw, Tehetena,Garg, Neil K.
supporting information; experimental part, p. 4687 - 4695 (2010/08/06)
A convergent method to access the fused indoline ring system present in a multitude of bioactive molecules has been developed. The strategy involves the condensation of hydrazines with latent aldehydes to ultimately deliver indoline-containing products by way of an interrupted Fischer indolization sequence. The method is convergent, mild, operationally simple, broad in scope, and can be used to access enantioenriched products. In addition, our approach is amenable to the synthesis of furoindoline and pyrrolidinoindoline natural products as demonstrated by the concise formal total syntheses of physovenine and debromoflustramine B. The strategy will likely enable the synthesis of more complex targets such as the communesin alkaloids.
An interrupted fischer indolization approach toward fused indoline-containing natural products
Boal, Ben W.,Schammel, Alex W.,Garg, Neil K.
supporting information; experimental part, p. 3458 - 3461 (2009/12/07)
An efficient method to access the fused indoline ring system present in a multitude of bioactive molecules has been developed. The strategy involves the condensation of hydrazines with latent aldehydes to ultimately deliver indoline-containing products by way of an interrupted Fischer indolization sequence. Our studies show that the approach will likely be amenable to the synthesis of complex targets, such as the communesin natural products.
Total synthesis of (±)-physovenine
Kulkarni, Mukund G.,Dhondge, Attrimuni P.,Borhade, Ajit S.,Gaikwad, Dnyaneshwar D.,Chavhan, Sanjay W.,Shaikh, Yunnus B.,Nigdale, Vijay B.,Desai, Mayur P.,Birhade, Deekshaputra R.,Shinde, Mahadev P.
supporting information; experimental part, p. 3875 - 3877 (2010/01/11)
The Wittig olefination-Claisen rearrangement protocol was applied to the total synthesis of (±)-physovenine.
Total synthesis of (-)-physovenine from (-)-3a-hydroxyfuroindoline
Sunazuka, Toshiaki,Yoshida, Kiminari,Kojima, Naoto,Shirahata, Tatsuya,Hirose, Tomoyasu,Handa, Masaki,Yamamoto, Daisuke,Harigaya, Yoshihiro,Kuwajima, Isao,Omura, Satoshi
, p. 1459 - 1461 (2007/10/03)
Total synthesis of calabar bean alkaloid (-)-physovenine (-)-3 has been achieved in a concise manner starting from optically active (-)-3a- hydroxyfuroindoline (-)-2, synthesized via modified Sharpless epoxidation of tryptophol 1. Our strategy involved a
