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Inter- and Intramolecular Alkyne–Carbonyl Metathesis/1,6-Addition/Oxidative Aromatization Tandem Reactions between 1,6-Diynes and Aldehydes
Organic Letters ( IF 4.9 ) Pub Date : 2019-10-21 , DOI: 10.1021/acs.orglett.9b03494 Noriko Okamoto 1 , Takuya Sueda 1 , Hideki Minami 1 , Reiko Yanada 1
Organic Letters ( IF 4.9 ) Pub Date : 2019-10-21 , DOI: 10.1021/acs.orglett.9b03494 Noriko Okamoto 1 , Takuya Sueda 1 , Hideki Minami 1 , Reiko Yanada 1
Affiliation
We report an efficient synthetic route to 9-arylfluorenes and biaryl compounds from 1,6-diynes and aldehydes via inter- and intramolecular alkyne–carbonyl metathesis/1,6-addition/oxidative aromatization reactions. These tandem reactions are initiated by a BF3·Et2O-promoted tandem inter- and intramolecular alkyne–carbonyl metathesis of 1,6-diynes with carbonyl compounds followed by an In(OTf)3-catalyzed 1,6-addition/oxidative aromatization with iodobenzene diacetate.
中文翻译:
分子间和分子内炔烃-羰基复分解/ 1,6-二炔与醛之间的1,6-加成/氧化芳构化串联反应
我们报告了通过分子间和分子内炔烃-羰基复分解/ 1,6-加成/氧化芳构化反应从1,6-二炔和醛合成9-芳基芴和联芳基化合物的有效途径。这些串联反应是由BF 3 ·Et 2 O促进的1,6-二炔与羰基化合物的串联的分子间和分子内炔烃羰基复分解反应,随后是In(OTf)3催化的1,6-加成/氧化反应。用碘代乙酸二苯酯进行芳构化。
更新日期:2019-10-21
中文翻译:
分子间和分子内炔烃-羰基复分解/ 1,6-二炔与醛之间的1,6-加成/氧化芳构化串联反应
我们报告了通过分子间和分子内炔烃-羰基复分解/ 1,6-加成/氧化芳构化反应从1,6-二炔和醛合成9-芳基芴和联芳基化合物的有效途径。这些串联反应是由BF 3 ·Et 2 O促进的1,6-二炔与羰基化合物的串联的分子间和分子内炔烃羰基复分解反应,随后是In(OTf)3催化的1,6-加成/氧化反应。用碘代乙酸二苯酯进行芳构化。