Substrate controlled, regioselective carbopalladation for the one-pot synthesis of C4-substituted tetrahydroisoquinoline analogues

Singarajanahalli Mundarinti Krishna Reddy; Pavithira Suresh; Subbiah Thamotharan; Jagadeesh Babu Nanubolu; Surisetti Suresh; Subramaniapillai Selva Ganesan

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Substrate controlled, regioselective carbopalladation for the one-pot synthesis of C4-substituted tetrahydroisoquinoline analogues

机译：基质控制，对C4取代四氢异喹啉类似物的单罐合成的区域选择性碳弥补部分

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6- Exo-trig cyclization reaction through regioselective carbopalladation was demonstrated with N -(2-halobenzyl)- N -allylamines to furnish the corresponding C4-substituted tetrahydroisoquinoline derivatives. The scope of the reaction was extended to the synthesis of C4-quaternary tetrahydroisoquinoline derivatives also. The nature of the substituent on the olefin moiety dictates the course of the carbopalladation sequence. Regioselective carbopalladation is substantiated by performing the reaction with unsymmetrical diallylated amine substrates.

机译：用N - （2-卤代苄基） - N-1n -lylamines证明了通过区域选择性碳结渣的exo-trig环化反应用N - （2-卤代苯基） - N-1n -lylamines来提供相应的C4取代的四氢异喹啉衍生物。反应的范围也延伸到C4-季四羟基喹啉衍生物的合成。烯烃部分上的取代基的性质决定了碳氢化物序列的过程。通过对不对称的胺基碱基进行反应来证实区域选择性碳结渣。

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《RSC Advances》 |2020年第27期|共6页
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Singarajanahalli Mundarinti Krishna Reddy; Pavithira Suresh; Subbiah Thamotharan; Jagadeesh Babu Nanubolu; Surisetti Suresh; Subramaniapillai Selva Ganesan;
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1. Substrate controlled, regioselective carbopalladation for the one-pot synthesis of C4-substituted tetrahydroisoquinoline analogues [J] . Krishna Reddy Singarajanahalli Mundarinti, Suresh Pavithira, Thamotharan Subbiah, RSC Advances . 2020,第27期

机译：基质控制，对C4取代四氢异喹啉类似物的单罐合成的区域选择性碳弥补部分
2. Regioselective Synthesis of Benzo-Fused Tetrahydroisoquinoline-Based Biaryls through a Tandem One-Pot Halogenation of p-Benzynes from Enediynes and Suzuki-Miyaura Coupling [J] . Das Eshani, Basak Amit The Journal of Organic Chemistry . 2020,第4期

机译：来自Enediynes和Suzuki-Miyaura耦合的P-苯塞斯的串联一锅卤化苯并稠合四碳喹啉喹啉基苯胺的区域选择性合成
3. One-Pot α-Amidosulfone-Mediated Variation of the Pictet–Spengler Tetrahydroisoquinoline Synthesis, Suitable for Amide-Type Substrates [J] . Francisco J. Arroyo, Pilar López-Alvarado, A. Ganesan, European journal of organic chemistry . 2014,第26期

机译：一锅α-氨基砜介导的Pictet-Spengler四氢异喹啉合成方法的变异，适用于酰胺类底物
4. Carboranyl Tetrahydroisoquinolines. Synthesis and the X-ray Structural Study of 1-(o-Carboran-l-ylmethyl)-l,2,3,4-Tetrahydroisoquinolines [C] . Jong Dae Lee, Chai-Ho Lee, Seung-Hoon Lee, Workshop on the utilization of research reactors . 2001

机译：碳硼烷基四氢异喹啉。 1-（邻-甲硼烷-1-基甲基）-1,2,3,4-四氢异喹啉的合成及X射线结构研究
5. Design and synthesis of methionine analogues for the enzymatic synthesis of S-adenosyl-methionine analogues: Tools for the analysis of methyltransferase substrate specificity [D] . Kenton, Nathaniel Thomas 2012

机译：酶促合成S-腺苷甲硫氨酸类似物的甲硫氨酸类似物的设计和合成：甲基转移酶底物特异性分析工具
6. Amide-controlled one-pot synthesis of tri-substituted purines generates structural diversity and analogues with trypanocidal activity [O] . Maria J. Pineda de las Infantas y Villatoro, Juan D. Unciti-Broceta, Rafael Contreras-Montoya, -1

机译：由酰胺控制的一锅合成三取代嘌呤可产生结构多样性和具有锥虫活性的类似物
7. Controlled Synthesis of (S, S)-2, 7-Diaminosuberic Acid: A Method for Regioselective Construction of Dicarba Analogues of Multicystine-Containing Peptides [O] . -1

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Substrate controlled, regioselective carbopalladation for the one-pot synthesis of C4-substituted tetrahydroisoquinoline analogues

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