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CC BY 4.0 · Synthesis 2017; 49(17): 3801-3834
DOI: 10.1055/s-0036-1589500
review
Copyright with the author

Recent Advances in the Synthesis of Hydrogenated Azocine-Containing­ Molecules

Anna V. Listratova
RUDN University, Miklukho-Maklaya St. 6, Moscow, 117198, Russian Federation   Email: voskresenskiy_lg@rudn.university.ru
,
Leonid G. Voskressensky  *
RUDN University, Miklukho-Maklaya St. 6, Moscow, 117198, Russian Federation   Email: voskresenskiy_lg@rudn.university.ru
› Author AffiliationsThis publication was supported by the Ministry of Education and Science­ of the Russian Federation (Agreement number 02.a03.21.0008). The financial support of the Russian Foundation for Basic Research (Grant # 17-03-00605) is gratefully acknowledged.
Further Information

Publication History

Received: 22 January 2017

Accepted after revision: 05 April 2017

Publication Date:
01 August 2017 (online)

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Dedicated to the memory of Professor N. S. Prostakov (1917–2007) on the occasion of his 100th anniversary.

Abstract

This review covers recent advances in synthesis of azocine-containing systems. The most approaches towards azocines are discussed.

1 Introduction

2 Ring-Expansion Reaction

2.1 Ring-Expansion Reaction of Cyclopentane Containing the 1,4-Diketone Moiety with Primary Amines (from 5 to 8)

2.2 Ring-Expansion Reaction of Annulated Tetrahydropyridines under the Action of Activated Alkynes (from 6 to 8)

2.3 Reductive Ring-Expansion Reaction of Cyclic Oximes

2.4 Other Ring-Expansion Reactions

3 Heck Reaction

4 Cycloaddition

5 Ring-Closing Metathesis (RCM)

6 Cyclization

6.1 Metal-Catalyzed Cyclization

6.2 Radical Cyclization

6.3 Friedel–Crafts Cyclization

6.4 Other Examples of Cyclizations

7 Microwave- and Photo-Assisted Reactions

8 Other Methods

8.1 Cascade and Tandem Reactions

8.2 Aldol Condensation

8.3 Thermolysis

8.4 Ring Opening

8.5 Other Methods

9 Conclusion

Key words

azocine - ring-closing metathesis - cycloaddition - ring expansion - Heck reaction - domino reaction