2-phenyl-tetrahydro-(2H)-1,3-oxazine | 17762-72-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-phenyl-tetrahydro-(2H)-1,3-oxazine
• 英文别名: 2-phenyltetrahydro-(2H)-1,3-oxazine；2-phenyltetrahydro-1,3-oxazine；2-phenylperhydro-1,3-oxazine；2-phenyl-tetrahydro-[1,3]oxazine；2-Phenyl-tetrahydro-[1,3]oxazin；2H-1,3-Oxazine, tetrahydro-2-phenyl-；2-phenyl-1,3-oxazinane
• CAS: 17762-72-0
• 化学式: C₁₀H₁₃NO
• 分子量: 163.219
• InChiKey: TVHBYFZBZQWTFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-phenyl-tetrahydro-(2H)-1,3-oxazine 生成 3-(benzylideneamino)propan-1-ol
  参考文献：
  名称：

  FULOP, FERENC;PIHLAJA, KALEVI;MATTINEN, JORMA;BERNATH, GABOR, J. ORG. CHEM., 52,(1987) N 17, 3821-3825

  摘要：

  DOI：
• 作为产物：
  描述：

  3-(benzylideneamino)propan-1-ol 生成 2-phenyl-tetrahydro-(2H)-1,3-oxazine
  参考文献：
  名称：

  FULOP, FERENC;PIHLAJA, KALEVI;MATTINEN, JORMA;BERNATH, GABOR, J. ORG. CHEM., 52,(1987) N 17, 3821-3825

  摘要：

  DOI：

文献信息

• Efficient Oxidative Synthesis of 2-Oxazolines
  作者：Frank Glorius、Kirsten Schwekendiek

  DOI：10.1055/s-2006-950198

  日期：——

  New methodology for the synthesis of variously substituted 2-oxazolines and one dihydrooxazine using aldehydes, amino alcohols, and N-bromosuccinimide as an oxidizing agent is described. This one-pot synthesis is characterized by mild reaction conditions, broad scope, high yields, and its preparative simplicity.

  描述了使用醛、氨基醇和 N-溴代琥珀酰亚胺作为氧化剂合成各种取代的 2-恶唑啉和一种二氢恶嗪的新方法。这种一锅法合成具有反应条件温和、范围广、收率高、制备简单等特点。
• Carbon transfer reactions with heterocycles-IV
  作者：Harjit Singh、Kamaljit Singh

  DOI：10.1016/s0040-4020(01)81447-2

  日期：1988.1

  Oxazolidines and tetrahydro-(2H)-1,3-oxazines transfer their C(2) units at the carbonyl group oxidation level to indoles and provide diindolylmethane derivatives. 2-Acetoxymethyl-4,4,6-trimethyltetrahydro-(2H)-1,3-oxazine and indole give streptindole.

  恶唑烷和四氢-（2H）-1,3-恶嗪将其C（2）单元在羰基氧化水平下转移至吲哚并提供二吲哚甲烷衍生物。2-乙酰氧基甲基-4,4,6-三甲基四氢-（2H）-1,3-恶嗪和吲哚生成链吲哚。
• Cyclometallated imine complexes with oxygen-functionalised side-chains: Effect of the nature of the functional group, chain length and charge on coordination of the oxygen
  作者：David L. Davies、Omar Al-Duaij、John Fawcett、Kuldip Singh

  DOI：10.1016/j.jorganchem.2007.12.012

  日期：2008.3

  undergo cyclometallation with [Pd(OAc)2]3 (in some cases the dimeric products 2 were isolated) and subsequently react with lithium chloride to give chloride complexes, which are dimeric 3a–c, or monomeric for the C3H6OH-functionalised complexes 4d,e which have a C,N,O tridentate imine. The chloride complexes subsequently react with triphenylphosphine, and in some cases pyridine, to give mononuclear complexes

  衍生自苯甲醛或3,4-二甲氧基苯甲醛和醚或醇官能化胺H 2 NR（R = C 2 H 4 OMe，C 3 H 6 OMe，C 2 H 4 OH，C 3 H 6的亚胺1a – e OH，）全部与[Pd（OAc）2 ] 3进行环金属化反应（在某些情况下，分离出二聚产物2），然后与氯化锂反应生成氯化物络合物，该络合物为二聚体3a – c或对C 3而言是单体高6具有C，N，O三齿亚胺的OH-官能化的络合物4d，e。氯化物络合物随后与三苯基膦反应，在某些情况下与吡啶反应，分别与双齿C，N亚胺反应生成单核络合物5和6。用银盐处理5会导致阳离子，系链的长度（C2或C3）和供体的性质（醚或醇）以及抗衡离子均会影响氧的配位情况。
• Chemical resolution of inherently racemic dihydropyrimidinones via a site selective functionalization of Biginelli compounds with chiral electrophiles: a case study
  作者：Kamaljit Singh、Sukhdeep Singh

  DOI：10.1016/j.tet.2009.03.060

  日期：2009.5

  ‘hardness or softness’ of the metalated site/electrophile used. Biginelli dihydropyrimidinone substrate appended with enantiopure N-protected l-phenylalanine amino acid chloride, at N-3 position after resolution and deprotection yielded both enantiomers of 3,4-dihydropyrimidinones.

  锂化的4-芳基-6-甲基-3,4-二氢-2（1 /置换ħ） -酮酯与衍生物Ñ正丁基锂可选择性在N-3或C-6位被引导，这取决于性质和等同所用碱的含量和所用金属化位点/亲电子试剂的“硬度或柔软度”。拆分和脱保护后，在N-3位置附加了对映体纯的N保护的1-苯基丙氨酸氨基酸氯化物的Biginelli二氢嘧啶酮底物产生了3,4-二氢嘧啶酮的两种对映体。
• Singh; Singh, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1989, vol. 28, # 10, p. 802 - 805
  作者：Singh、Singh

  DOI：——

  日期：——

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