A three-component, general and practical route for diastereoselective synthesis of aza-spirocyclic pyrazolones via a decarboxylative annulation process

Awasthi Annapurna; Yadav Pushpendra; Tiwari Dharmendra Kumar

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A three-component, general and practical route for diastereoselective synthesis of aza-spirocyclic pyrazolones via a decarboxylative annulation process

机译：通过脱羧包算形化工程对AZA-螺吡唑酮的非映选择性合成的三组分，一般和实际途径

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摘要

An efficient, general, and practical route for highly diastereoselective synthesis of aza-spirocyclic pyrazolones from easily available alpha-amino acids, aldehydes, and alkylidene pyrazolones by means of a decarboxylative annulation process is reported. This high-yielding reaction proceeds through a [3+2]-cycloaddition reaction between alkylidene pyrazolones and a nonstabilized azomethine ylide generated in situ. This method provides easy and smooth access to a variety of highly functionalized aza-spirocyclic pyrazolones in excellent yields (up to 96%). The obtained spiro-pyrazolones comprise four contiguous stereogenic centers including a quaternary carbon center.

机译：报道了一种高效、通用、实用的方法，通过脱羧环化过程，从容易获得的α-氨基酸、醛和亚烷基吡唑酮高度非对映选择性地合成氮杂螺环基吡唑酮。这种高产率的反应通过亚烷基吡唑酮和原位生成的不稳定的甲亚胺叶立德之间的[3+2]环加成反应进行。该方法提供了以优异产率（高达96%）获得多种高度功能化的氮杂螺环吡唑啉酮的简单而顺利的途径。所获得的螺环吡唑啉酮包含四个连续的立体基因中心，包括一个四元碳中心。

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《New Journal of Chemistry》 |2021年第5期|共10页
作者
Awasthi Annapurna; Yadav Pushpendra; Tiwari Dharmendra Kumar;
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Ctr Biomed Res CBMR Mol Synth &

Drug Discovery Unit SGPGIMS Campus Raibareli Rd Lucknow 226014 Uttar Pradesh India;

Ctr Biomed Res CBMR Mol Synth &

Drug Discovery Unit SGPGIMS Campus Raibareli Rd Lucknow 226014 Uttar Pradesh India;

Ctr Biomed Res CBMR Mol Synth &

Drug Discovery Unit SGPGIMS Campus Raibareli Rd Lucknow 226014 Uttar Pradesh India;

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正文语种 eng
中图分类化学;
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A three-component, general and practical route for diastereoselective synthesis of aza-spirocyclic pyrazolones via a decarboxylative annulation process

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