A Convenient Preparative Method for New 1,3‐Bis(hetaryl)‐2‐chloropropen‐1‐ones Using β‐Alkoxy‐α‐chloroalkenyllithium Compounds | Zendy

Itoh Akinori | Zendy; Sakai Miho | Zendy; Yoshimatsu Mitsuhiro | Zendy

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A Convenient Preparative Method for New 1,3‐Bis(hetaryl)‐2‐chloropropen‐1‐ones Using β‐Alkoxy‐α‐chloroalkenyllithium Compounds

Author(s) -

Itoh Akinori,

Sakai Miho,

Yoshimatsu Mitsuhiro

Publication year - 2007

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200600957

Subject(s) - chemistry , alkoxy group , palladium , organic chemistry , medicinal chemistry , reaction conditions , catalysis , alkyl

The 1,3‐biaryl and 1,3‐bis(hetaryl)propen‐1‐ones 14a – e , 16 , 17a – c , 19 , 20a and the corresponding acetals 15a – d , 18a and 21a – d were successfully synthesized by a stepwise process: the reaction of α‐chloro‐β‐ethoxyethenyllithium compounds and aldehydes and ketones, and the successive hydration with TMSOTf. Further palladium‐catalyzed arylation of 1,3‐biaryl‐2‐chloroprop‐2‐enones proceeded with good yields.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

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