Intramolecular Schmidt reaction of acyl chlorides with alkyl azides: preparation of pyrrolizine by intramolecular capture of intermediates with alkenes or alkynes

2015 ◽  
Vol 51 (12) ◽  
pp. 2277-2279 ◽  
Author(s):  
Bao-Juan Wang ◽  
Ping Xue ◽  
Peiming Gu
Keyword(s):  
Schmidt Reaction ◽  
Acyl Chlorides ◽  
Alkyl Azides

Intramolecular capture of the intermediates from the Schmidt reaction of acyl chlorides with alkenes or alkynes has been realized.

Intramolecular Schmidt Reaction of Acyl Chlorides with Alkyl Azides: Rapid Access to Fused Polycyclic Nitrogen-Containing Heterocycles via a Multistep One-Pot Transformation

2012 ◽  
Vol 14 (22) ◽  
pp. 5796-5799 ◽  
Author(s):  
Peiming Gu ◽  
Xiao-Yan Kang ◽  
Jian Sun ◽  
Bao-Juan Wang ◽  
Ming Yi ◽  
...  
Keyword(s):  
One Pot ◽  
Schmidt Reaction ◽  
Acyl Chlorides ◽  
Alkyl Azides ◽  
Rapid Access

Intramolecular Schmidt Reaction of Acyl Chlorides with Alkyl Azides: Capture of N-Acyliminium Ion Intermediates with Aromatic rings

2014 ◽  
Vol 16 (11) ◽  
pp. 2865-2867 ◽  
Author(s):  
Xiao-Jing Li ◽  
Jin-Bao Qiao ◽  
Jian Sun ◽  
Xue-Qiang Li ◽  
Peiming Gu
Keyword(s):  
Aromatic Rings ◽  
Schmidt Reaction ◽  
Acyl Chlorides ◽  
Alkyl Azides

ChemInform Abstract: Intramolecular Schmidt Reaction of Acyl Chlorides with Alkyl Azides: Capture of N-Acyliminium Ion Intermediates with Aromatic Rings.

ChemInform ◽  
2014 ◽  
Vol 45 (48) ◽  
pp. no-no
Author(s):  
Xiao-Jing Li ◽  
Jin-Bao Qiao ◽  
Jian Sun ◽  
Xue-Qiang Li ◽  
Peiming Gu
Keyword(s):  
Aromatic Rings ◽  
Schmidt Reaction ◽  
Acyl Chlorides ◽  
Alkyl Azides

Electronic and steric effects on the intramolecular Schmidt reaction of alkyl azides with secondary benzyl alcohols

Tetrahedron ◽  
2014 ◽  
Vol 70 (3) ◽  
pp. 643-649 ◽  
Author(s):  
Xiaowei Sun ◽  
Chengzhe Gao ◽  
Fan Zhang ◽  
Zhuang Song ◽  
Lingyi Kong ◽  
...  
Keyword(s):  
Steric Effects ◽  
Schmidt Reaction ◽  
Benzyl Alcohols ◽  
Alkyl Azides ◽  
Electronic And Steric Effects

Intermolecular Schmidt reaction of alkyl azides with acyl silanes

2016 ◽  
Vol 57 (31) ◽  
pp. 3568-3570 ◽  
Author(s):  
Chun-Jiao Yu ◽  
Rui Li ◽  
Peiming Gu
Keyword(s):  
Schmidt Reaction ◽  
Alkyl Azides

scholarly journals Sulfonium Ion-Promoted Traceless Schmidt Reaction of Alkyl Azides

2021 ◽  
Author(s):  
Bayu Ardiansah ◽  
Hiroki Tanimoto ◽  
Takenori Tomohiro ◽  
Tsumoru Morimoto ◽  
Kiyomi Kakiuchi
Keyword(s):  
Ring Opening ◽  
One Pot ◽  
Schmidt Reaction ◽  
Alkyl Azides ◽  
Sulfonium Ions ◽  
Bond Scission ◽  
Imine Compounds ◽  
Tertiary Alkyl

Schmidt reaction by sulfonium ions is described. General primary, secondary, and tertiary alkyl azides were converted to the corresponding carbonyl or imine compounds without any trace of the activators. This bond scission reaction showcased ring-opening, -expansion, and one-pot further conversion of the substrates as well as the application with C-H azidation.

scholarly journals Sulfonium Ion-Promoted Traceless Schmidt Reaction of Alkyl Azides

2021 ◽  
Author(s):  
Bayu Ardiansah ◽  
Hiroki Tanimoto ◽  
Takenori Tomohiro ◽  
Tsumoru Morimoto ◽  
Kiyomi Kakiuchi
Keyword(s):  
Ring Opening ◽  
One Pot ◽  
Schmidt Reaction ◽  
Alkyl Azides ◽  
Sulfonium Ions ◽  
Bond Scission ◽  
Imine Compounds ◽  
Tertiary Alkyl

Schmidt reaction by sulfonium ions is described. General primary, secondary, and tertiary alkyl azides were converted to the corresponding carbonyl or imine compounds without any trace of the activators. This bond scission reaction showcased ring-opening, -expansion, and one-pot further conversion of the substrates as well as the application with C-H azidation.

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