1-(2-methoxyphenyl)-2-(naphthalen-2-yl)ethanone | 1170724-70-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-(2-methoxyphenyl)-2-(naphthalen-2-yl)ethanone
• 英文别名: 1-(2-Methoxyphenyl)-2-naphthalen-2-ylethanone
• CAS: 1170724-70-5
• 化学式: C₁₉H₁₆O₂
• 分子量: 276.335
• InChiKey: BZYYEZMKWJMYNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,4-二氢-1,4-环氧萘 、 2-乙炔基苯甲醚 在 silver trifluoromethanesulfonate 、 palladium diacetate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 甲苯 为溶剂， 反应 1.17h， 以90%的产率得到1-(2-methoxyphenyl)-2-(naphthalen-2-yl)ethanone
  参考文献：
  名称：

  氧杂苯并降冰片二烯与取代的芳基乙炔的钯/银共催化串联反应：一种简单的制备1,2-二芳基蒽酮和1,2-二芳基乙炔的方法

  摘要：

  The effective synthesis of 1,2-diarylethanones was achieved using palladium(II) acetate [Pd(OAc)(2)] and silver triflate (AgOTf) as cocatalysts from various oxabenzo-norbomadiene derivatives and substituted arylacetylenes via tandem reactions under mild conditions. Exploration of the oxabenzonorbomadiene substrates showed that the 1,2-diarylacetylenes were obtained from adjacent alkoxy substituted oxabenzonorbornadiene derivatives. Preliminary mechanistic studies indicate that the AgOTf served as an indispensable catalyst, and the mechanism of the tandem reaction was proposed.

  DOI：

  10.1021/acs.organomet.5b00551

文献信息

• p-Toluenesulfonic acid-mediated cyclization of o-(1-alkynyl)anisoles or thioanisoles: synthesis of 2-arylsubstituted benzofurans and benzothiophenes
  作者：Maud Jacubert、Abdallah Hamze、Olivier Provot、Jean-François Peyrat、Jean-Daniel Brion、Mouad Alami

  DOI：10.1016/j.tetlet.2009.03.087

  日期：2009.7

  A variety of 2-arylbenzo[b]furans are readily prepared in good to excellent yields from the cyclization of o-(1-alkynyl)anisole derivatives under mild reaction conditions using an alcoholic media, p-toluenesulfonic acid under microwave irradiation. Starting from the corresponding o-(1-alkynyl)thioanisole derivatives, this friendly and environmentally free-metal procedure has been successfully extended to the synthesis of benzo[b]thiophenes. Relative to the electronic nature of the substituents, the selectivity of the cyclization reaction from differently o,o'-substituted diarylalkynes is also discussed. (C) 2009 Published by Elsevier Ltd.
• PALLADIUM/SILVER CO-CATALYZED TANDEM REACTIONS SYNTHESIS OF PHENYLACETOPHENONE DERIVATIVES BY OXABENZONORBORNADIENES WITH TERMINAL ALKYNES AND THEIR ANTI-TUMOR OR ANTI-CANCER ACTIVITIES
  申请人：Hong Kong Baptist University

  公开号：US20160368890A1

  公开（公告）日：2016-12-22

  This invention relates to the quick and efficient synthesis of anti-tumor or anti-cancer compounds. More particularly, it relates to the quick and efficient synthesis of anti-tumor or anti-cancer compounds comprising phenylacetophenone derivatives using oxabenzonorbornadienes with terminal alkynes
• US9783519B2
  申请人：——

  公开号：US9783519B2

  公开（公告）日：2017-10-10