New thiopyran-4-spiro-2′-(1,3-dithiolane):Formation mechanism and crystal structure  

作　　者：Hong Qi Li Zhong Bao Zhang Lin Li 

机构地区：[1]Key Laboratory of Science & Technology of Eco-Textile, Ministry of Education, College of Chemistry, Chemical Engineering and Biotechnology, Donghua University [2] Shanghai 201620, China

出　　处：《Chinese Chemical Letters》2011年第3期280-283,共4页中国化学快报（英文版）

基　　金：Financial support of the project by Shanghai Municipal Natural Science Foundation(No06ZR14001)

摘　　要：Ethylene trithiocarbonate reacted with dimethyl acetylenedicarboxylate to furnish tetramethyl thiopyran-4-spiro-2＇-（1,3- dithiolane）-2,3,5,6-tetracarboxylate,a new thiopyran-4-spiro-2＇-（1,3-dithiolane） heterocyclic compound,as the minor product together with the major product dimethyl 2-thioxo-1,3-dithiole-4,5-dicarboxylate.The new heterocycle was probably formed through a[2 ＋ 2]cycloaddition between ethylene trithiocarbonate and dimethyl acetylenedicarboxylate followed by a 1,3-dipolar cycloaddition or[4 ＋ 2]cycloaddition.Crystal structure of the new compound revealed that the thiopyran ring and 1,3-dithiolane moiety were perpendicular to each other.Ethylene trithiocarbonate reacted with dimethyl acetylenedicarboxylate to furnish tetramethyl thiopyran-4-spiro-2＇-（1,3- dithiolane）-2,3,5,6-tetracarboxylate,a new thiopyran-4-spiro-2＇-（1,3-dithiolane） heterocyclic compound,as the minor product together with the major product dimethyl 2-thioxo-1,3-dithiole-4,5-dicarboxylate.The new heterocycle was probably formed through a[2 ＋ 2]cycloaddition between ethylene trithiocarbonate and dimethyl acetylenedicarboxylate followed by a 1,3-dipolar cycloaddition or[4 ＋ 2]cycloaddition.Crystal structure of the new compound revealed that the thiopyran ring and 1,3-dithiolane moiety were perpendicular to each other.

关 键 词：Thiopyran-4-spiro-2＇-（1 3-dithiolane） Cycloaddition Mechanism Crystal structure 

分 类 号：TQ252.1[化学工程—有机化工] O614.242[理学—无机化学]