Synthesis of acrylonitriles through an FeCl _3-catalyzed domino propargylic substitution/aza-Meyer-Schuster rearrangement sequence

Hao L.; Wu F.; Ding Z.-C.; Xu S.-X.; Ma Y.-L.; Chen L.; Zhan Z.-P.

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Synthesis of acrylonitriles through an FeCl _3-catalyzed domino propargylic substitution/aza-Meyer-Schuster rearrangement sequence

机译：通过FeCl _3催化的多米诺炔丙基取代/氮杂-迈耶-舒斯特重排序列合成丙烯腈

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摘要

Nontoxic cyanide source: An unprecedented route to acrylonitriles by employing propargylic alcohols and para-tolylsulfonohydrazide as a combined cyano source has been developed (see scheme). This efficient and practical cyanation reaction proceeds through an FeCl _3-catalyzed domino propargylic substitution/aza-Meyer-Schuster rearrangement sequence, the rearrangement process of which is reported for the first time.

机译：无毒氰化物源：通过使用炔丙醇和对甲苯磺酰磺酰肼作为组合氰化物源，开发了一条通往丙烯腈的前所未有的途径（参见方案）。该有效和实用的氰化反应通过FeCl _3催化的多米诺炔丙基取代/氮杂-迈耶-舒斯特重排序列进行，该重排过程首次报道。

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《Chemistry: A European journal》 |2012年第21期|共4页
作者
Hao L.; Wu F.; Ding Z.-C.; Xu S.-X.; Ma Y.-L.; Chen L.; Zhan Z.-P.;
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正文语种 eng
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关键词
acrylonitriles; cyanides; domino reactions; iron; propargylic substitution; rearrangement;

机译：丙烯腈;氰化物;多米诺反应;铁;炔丙基取代;重排;

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1. Synthesis of acrylonitriles through an FeCl _3-catalyzed domino propargylic substitution/aza-Meyer-Schuster rearrangement sequence [J] . Hao L., Wu F., Ding Z.-C., Chemistry: A European journal . 2012,第21期

机译：通过FeCl _3催化的多米诺炔丙基取代/氮杂-迈耶-舒斯特重排序列合成丙烯腈
2. Iodine mediated propargylic substitution/aza-Meyer-Schuster rearrangement: stereoselective synthesis of conjugated unsymmetrical azines [J] . Muthusamy Sengodagounder, Selvaraj Karuppu, Suresh Eringathodi Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry . 2016,第43期

机译：碘介导的炔丙基取代/ Aza-Meyer-Schuster重排：共轭不对称嗪的立体选择性合成
3. Y(OTf)(3)-Catalyzed Cascade Propargylic Substitution/Aza-Meyer-Schuster Rearrangement: Stereoselective Synthesis of ,-Unsaturated Hydrazones and Their Conversion into Pyrazoles [J] . Liu Wenfei, Wang Han, Zhao Haiying, Synlett . 2015,第15期

机译：Y（OTf）（3）-催化级联炔丙基取代/ Aza-Meyer-Schuster重排：-不饱和Hy的立体选择性合成及其转化为吡唑
4. Ruthenium- and Gold-Catalyzed Tandem Reaction: Synthesis of Substituted Oxazoles from Propargylic Alcohols and Amides [C] . Marilyn Daisy Milton, Youichi Inada, Yoshiaki Nishibayashi, Symposium on Organometallic Chemistry . 2004

机译：钌和金催化串联反应：从丙基醇和酰胺的合成取代的恶唑
5. Rhodium-dicarbon monoxide-chloride-catalyzed allylic substitution reactions and domino sequences and application of the Pauson-Khand reaction to the synthesis of azabicyclic structures: Total synthesis of (-)-alstonerine [D] . Miller, Kenneth Aaron 2007

机译：铑-一氧化碳-氯化物催化的烯丙基取代反应和多米诺骨牌序列以及Pauson-Khand反应在氮杂双环结构合成中的应用：（-）-alstonerine的总合成
6. A Convenient Synthesis of γ–Amino-Ynamides via Additions of Lithiated Ynamides to Aryl Imines. Observation of an Aza-Meyer-Schuster Rearrangement. [O] . Rui Qi, Xiao-Na Wang, Kyle A. DeKorver, -1

机译：通过将芳基亚胺加到锂基亚胺上可以方便地合成γ-氨基亚胺。观察Aza-Meyer-Schuster重排。
7. Synthesis of Acrylonitriles through an FeCl3-Catalyzed Domino Propargylic Substitution/Aza-Meyer-Schuster Rearrangement Sequence [O] . Hao Lu, Wu Feng, Ding Zong-Cang, 2012

机译：FeCl3催化的多米诺炔丙基取代/ Aza-Meyer-Schuster重排序列合成丙烯腈

Synthesis of acrylonitriles through an FeCl _3-catalyzed domino propargylic substitution/aza-Meyer-Schuster rearrangement sequence

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