Multicomponent synthesis of pyridines via diamine functionalized mesoporous ZrO2 domino intramolecular tandem Michael type addition

Pagadala Ramakanth; Kommidi Devendar Reddy; Rana Surjyakanta; Maddila Suresh; Moodley Brenda; Koorbanally N. A.; Jonnalagadda Sreekantha B.

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Multicomponent synthesis of pyridines via diamine functionalized mesoporous ZrO2 domino intramolecular tandem Michael type addition

机译：通过二胺官能化的介孔ZrO2多米诺分子内串联迈克尔型加成法合成吡啶

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A new and straightforward synthetic method was developed for the facile synthesis of heterocycle-fused pyridine derivatives in aqueous media from Knoevenagel condensation between an aromatic aldehyde and an active methylene compound. This was followed by Michael type addition of a ketone to the activated double bond of the arylidene via intramolecular cyclization in the presence of diamine functionalized [N-(2 amino ethyl)-3-amino propyl trimethoxy silane (AAPTMS)] mesoporous ZrO2 (AAPTMS/m-ZrO2) to synthesize fused pyridines in high yield. This one-pot conversion, which involves multiple steps and requires no toxic/organic solvents, produced new C-C and C-heteroatom bonds with all reactants efficiently utilized.

机译：开发了一种新的直接合成方法，用于在水性介质中由芳族醛与活性亚甲基化合物之间的Knoevenagel缩合轻松合成杂环稠合吡啶衍生物。随后在存在二胺官能化的[N-（2-氨基乙基）-3-氨基丙基三甲氧基硅烷（AAPTMS）]介孔ZrO2（AAPTMS）的情况下，通过分子内环化将迈克尔酮加成至芳撑的活化双键上/ m-ZrO 2）以高产率合成稠合吡啶。这种一锅转换涉及多个步骤，并且不需要有毒/有机溶剂，可生成新的C-C和C-杂原子键，并有效利用所有反应物。

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《RSC Advances》 |2015年第8期|共6页
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Pagadala Ramakanth; Kommidi Devendar Reddy; Rana Surjyakanta; Maddila Suresh; Moodley Brenda; Koorbanally N. A.; Jonnalagadda Sreekantha B.;
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1. Multicomponent synthesis of pyridines via diamine functionalized mesoporous ZrO2 domino intramolecular tandem Michael type addition [J] . Pagadala Ramakanth, Kommidi Devendar Reddy, Rana Surjyakanta, RSC Advances . 2015,第8期

机译：通过二胺官能化的介孔ZrO2多米诺分子内串联迈克尔型加成法合成吡啶
2. Tandem retro-Michael addition-Claisen rearrangement-intramolecular cyclization: One-pot synthesis of densely functionalized ethyl dihydropyrimidine-4-carboxylates from simple building blocks [J] . Naidu BN Synlett . 2008,第4期

机译：串联复古麦克尔加成反应-克莱森重排-分子内环化：从简单的结构单元一锅合成高密度官能化的二氢嘧啶-4-羧酸乙酯
3. Tandem retro-Michael addition-Claisen rearrangement-intramolecular cyclization: One-pot synthesis of densely functionalized ethyl dihydropyrimidine-4-carboxylates from simple building blocks [J] . Naidu BN Synlett . 2008,第4期

机译：串联复古麦克尔加成反应-克莱森重排-分子内环化：从简单的结构单元一锅合成高密度官能化的二氢嘧啶-4-羧酸乙酯
4. Tandem Cross Metathesis-Intramolecular Aza-Michael reaction. An Easy Entry to Cyclic β-Aminocarbonyl Derivatives(Abstracts) [C] . Carlos del Pozo, Jose Luis Acena, Diego Jimenez European Symposium on Organic Chemistry . 2007

机译：串联交叉复分解 - 分子内AZA-MICHAEL反应。易进入环状β-氨基羰基衍生物（摘要）
5. Synthesis of (1R,2R)-N1,N2-Dibenzylcyclohexane-1,2-diamine as an Auxiliary for a Stereoselective 1,4 Conjugate Addition Reaction; Construction of Polymer Bound (1R,2R)- 1,2-Cyclohexanediamine to evaluate the Solid-Phase Counterpart, and Methodology Development for Synthesis of Functionalized Oligothiophenes. [D] . Poorjahanshah, Homer. 2016

机译：（1R，2R）-N1，N2-二苄基环己烷-1，2-二胺作为立体选择性1，4共轭加成反应的助剂的合成；聚合物结合的（1R，2R）-1,2-环己二胺的构建以评价固相配对物，以及功能化寡聚噻吩的合成方法开发。
6. Catalytic asymmetric tandem Friedel–Crafts alkylation/Michael addition reaction for the synthesis of highly functionalized chromans [O] . Jiahuan Peng, Da-Ming Du 2013

机译：催化不对称串联Friedel–Crafts烷基化/ Michael加成反应用于合成高度官能化的苯并二氢吡喃
7. Enantiospecific synthesis of functionalised bicyclo[3.3.1]nonanes from 10-bromocarvones via tandem intermolecular alkylation-intramolecular Michael addition sequence [O] . A. Srikrishna, P. Praveen Kumar, T. Jagadeeswar Reddy 2003

机译：通过串联分子间烷基化 - 分子内迈克尔加成序列从10-溴香豆素中对映体特异性合成官能化双环[3.3.1]壬烷

Multicomponent synthesis of pyridines via diamine functionalized mesoporous ZrO2 domino intramolecular tandem Michael type addition

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